US4062844A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for preparing hypotensive 2-(4-aroylpiperazin-1-yl)-amino-6,7-dimethoxyquinazolines
Assignee: Pfizer Inc
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Filing: 1976-09-20
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Granted: 1977-12-13
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Expires: 1996-09-20
Abstract
Abstract Certain 2-(4-aroylpiperazin-1-yl)-4-amino-6,7-dimethoxyquinazolines are prepared by a novel process wherein certain 2-(4-substituted-piperazin-1-yl)-4-amino-6,7-dimethoxyquinazoline intermediates wherein said substituent is cyano, certain carbon-oxygen double bond containing groups or certain carbon-nitrogen double bond containing groups, are reacted with certain metalloaryl compounds followed by hydrolysis. The products are known hypotensive agents. Certain of the process intermediates are novel compounds.
Inventors
- 👤 Philip D. Hammen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 11:57
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/02; C07D307/34; C07D307/56; A; A61; A61P; A61P9/00; A61P9/12; C07D239/00; C07D239/70; C07D239/72; C07D239/95
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
198 words
A process for preparing a product of the formula ##STR54## which comprises the steps of a. contacting one mole of a first reactant of the formula ##STR55## wherein R 2 is a member selected from the group consisting of --CN, ##STR56## Y is a member selected from the group consisting of --OR 3 , --SR 3 and --NR 4 R 5 ; R 3 is a member selected from the group consisting of alkyl having from one to four carbon atoms and phenyl; R 4 and R 5 are the same or different and are each selected from the group consisting of alkyl having from one to four carbon atoms and phenyl; with from about one to three moles of a second reactant of the formula R.sup.1 M wherein R 1 is a member selected from the group consisting of furyl, phenyl and thienyl; and M is a member selected from the group consisting of Li, Na and MgX where X is Cl, Br or I; under substantially anhydrous conditions in the presence of a reaction inert organic solvent at a temperature from about -80° to 65° C.; and b. hydrolyzing the reaction mixture obtained in step a.
Claim 2
Dependent Claim
198 words
A process for preparing a product of the formula ##STR54## which comprises the steps of a. contacting one mole of a first reactant of the formula ##STR55## wherein R 2 is a member selected from the group consisting of --CN, ##STR56## Y is a member selected from the group consisting of --OR 3 , --SR 3 and --NR 4 R 5 ; R 3 is a member selected from the group consisting of alkyl having from one to four carbon atoms and phenyl; R 4 and R 5 are the same or different and are each selected from the group consisting of alkyl having from one to four carbon atoms and phenyl; with from about one to three moles of a second reactant of the formula R.sup.1 M wherein R 1 is a member selected from the group consisting of furyl, phenyl and thienyl; and M is a member selected from the group consisting of Li, Na and MgX where X is Cl, Br or I; under substantially anhydrous conditions in the presence of a reaction inert organic solvent at a temperature from about -80° to 65° C.; and b. hydrolyzing the reaction mixture obtained in step a.
Claim 3
Dependent Claim
20 words
The process according to claim 1 wherein R 2 is --CN or --CONR 4 R 5 and M is Li.
Claim 4
Dependent Claim
20 words
The process according to claim 2 wherein said reactants are contacted at a temperature from about -60° to -20 C.
Claim 5
Dependent Claim
14 words
The process according to claim 2 wherein equimolar amounts of said reactants are contacted.
Claim 6
Dependent Claim
15 words
The process according to claim 2 wherein R 4 and R 5 are each methyl.
Claim 7
Dependent Claim
15 words
The process according to claim 2 wherein R 4 and R 5 are each phenyl.
Claim 8
Dependent Claim
11 words
The process according to claim 1 wherein R 1 is 2-furyl.
References Cited (Backward Citations)
US3511836A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-12-12 | 1981-06-13 | 1981-12-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-12-12 | 1985-06-13 | 1985-12-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-12-12 | 1989-06-13 | 1989-12-13 | $7700.00 | Window Closed / Lapsed |