Pyridine → HCID 22732318, compound

HRID 1357682Notes

Reaction equation

HRID 1357682 reaction equation
[C:1]([Cl:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.[NH2:16][C:17]1[C:18]([Cl:39])=[CH:19][C:20]([F:38])=[C:21]([CH:37]=1)[NH:22][C:23]1[C:32]2[C:27](=[CH:28][C:29]([O:35][CH3:36])=[C:30]([O:33][CH3:34])[CH:31]=2)[N:26]=[CH:25][N:24]=1.CCCC(C)C>C(Cl)Cl>[ClH:9].[F:38][C:20]1[CH:19]=[C:18]([Cl:39])[C:17]([NH:16][C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:37][C:21]=1[NH:22][C:23]1[C:32]2[C:27](=[CH:28][C:29]([O:35][CH3:36])=[C:30]([O:33][CH3:34])[CH:31]=2)[N:26]=[CH:25][N:24]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 78922-MethylpentaneHCID 22732269HCID 22732269, compound

Product 1

HCID 22732318HCID 22732318, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Benzoyl chloride (0.025 ml) and pyridine (0.036 ml) were added to a suspension of 4-(5-amino-4-chloro-2-fluoroanilino)-6,7-dimethoxyquinazoline (125 mg) in dry methylene chloride (3 ml) and the resulting mixture was stirred at ambient temperature for 18 hours. Isohexane (3 ml) was added and the precipitated solid was isolated, washed with diethyl ether and dried under vacuum. The title compound was obtained as a solid (65 mg); NMR: 4.0 (s, 6H), 7.35 (s, 1H), 7.56 (m, 3H), 7.78 (d, 2H), 7.99 (d, 2H), 8.22 (s, 1H), 8.81 (s, 1H), 10.2 (broad s, 1H); m/s: M+H+ 453, 455.

Workup

  1. customthe precipitated solid was isolated
  2. washwashed with diethyl ether
  3. customdried under vacuum

Sources & evidence

ORD record
ord-7e6db19819884beb90abe193b722f771
Source dataset
uspto-grants-2003_07
Patent number
US06593333B1

Reaction notes

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