Pyridine → HCID 22732318, compound

HRID 2084004Notes

Reaction equation

HRID 2084004 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-4c5ccc3b286e463babf8ec0ccc9ee2d4
Source dataset
uspto-grants-2004_04
Patent number
US06716847B2

Reaction notes

Loading…