2,6-Difluoro-3-methylbenzoyl chloride → HCID 44529278, compound

HRID 1159904Notes

Reaction equation

HRID 1159904 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[C:16]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([NH:23][C:24]4[CH:29]=[CH:28][CH:27]=[C:26]([F:30])[CH:25]=4)[N:18]=3)=[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][N:10]3[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[F:31][C:32]1[C:40]([CH3:41])=[CH:39][CH:38]=[C:37]([F:42])[C:33]=1[C:34](Cl)=[O:35].C1C2C(=CC=C(NC3N=C(C4C(C5C=C(NC(=O)C6C=CC=CC=6)C=CC=5)=NN5C=CC=CC=45)C=CN=3)C=2)CCN1>>[F:31][C:32]1[C:40]([CH3:41])=[CH:39][CH:38]=[C:37]([F:42])[C:33]=1[C:34]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]2[C:16]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([NH:23][C:24]4[CH:29]=[CH:28][CH:27]=[C:26]([F:30])[CH:25]=4)[N:18]=3)=[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][N:10]3[N:9]=2)[CH:3]=1)=[O:35]

Participants

4

Reactant 3

HCID 27741452,6-Difluoro-3-methylbenzoyl chlorideHCID 595114034-[2-(3-aminophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-(3-fluorophenyl)-2-pyrimidinamineHCID 59513880N-(3-{3-[2-(1,2,3,4-tetrahydro-7-isoquinolinylamino)-4-pyrimidinyl]-pyrazolo[1,5-a]pyridin-2-yl}phenyl)benzamide

Product 1

HCID 44529278HCID 44529278, compound

Procedure

In a manner analogous to Example 66, 4-[2-(3-aminophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-(3-fluorophenyl)-2-pyrimidinamine and 2,6-difluoro-3-methylbenzoyl chloride are used to prepare the title compound. HRMS calcd for C31H21F3N6O: 550.1729, found: 551.1803 (M+H+).

Sources & evidence

ORD record
ord-d1f7d49162e04d46a36397a76c84df95
Source dataset
uspto-grants-2010_10
Patent number
US07812022B2

Reaction notes

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