2-(4-amino-1H-pyrazol-1-yl)-N-(2,3-difluorophenyl)acetamide → HCID 68639019, compound

HRID 639986Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([Cl:19])=[N:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[F:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:21][C:22]1[CH:23]=[N:24][N:25]([CH2:27][C:28]([NH:30][C:31]2[CH:36]=[CH:35][CH:34]=[C:33]([F:37])[C:32]=2[F:38])=[O:29])[CH:26]=1>C(O)(C)C.C(OCC)C>[ClH:19].[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([NH:21][C:22]3[CH:23]=[N:24][N:25]([CH2:27][C:28]([NH:30][C:31]4[CH:36]=[CH:35][CH:34]=[C:33]([F:37])[C:32]=4[F:38])=[O:29])[CH:26]=3)=[N:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[F:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 7-(benzyloxy)-4-chloro-6-fluoroquinazoline (1.20 g, 4.16 mmol) and 2-(4-amino-1H-pyrazol-1-yl)-N-(2,3-difluorophenyl)acetamide (1.05 g, 4.16 mmol) in isopropanol (20 ml) was heated at 80° C. for 10 minutes and then allowed to cool to room temperature. The mixture was diluted with diethyl ether and then filtered to give 2-(4-{[7-(benzyloxy)-6-fluoroquinazolin-4-yl]amino}-1H-pyrazol-1-yl)-N-(2,3-difluorophenyl)acetamide hydrochloride (1.96 g, 87% yield) as a yellow solid:

Workup

temperatureto cool to room temperature
filtrationfiltered

Sources & evidence

ORD record: ord-a7a9fe15c24b46ef861cc4d99dff375d
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07691867B2

Reaction notes

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