Acryloyl chloride → HCID 78131162, compound

HRID 928348Notes

Reaction equation

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

Participants

Reactant 2

HCID 13140Acryloyl chloride

HCID 71226846HCID 71226846, compound2×

Product 1

HCID 78131162HCID 78131162, compoundYield 32.6%

Procedure

This compound was prepared, in an analogous manner as described in Example 1, from 4-(8-amino-3-(azepan-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamide (intermediate 46) and acryloylchloride, to afford the title compound (11 mg, 32.6%). Data: UPLC(C) Rt: 1.88 min; m/z 482.3 (M+H)+.

Workup

customThis compound was prepared, in an analogous manner

Sources & evidence

ORD record: ord-1101832680bd494fa1d0ae7508945a84
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09290504B2

Reaction notes

Loading…