Acryloyl chloride → HCID 86720320, compound

HRID 928340Notes

Reaction equation

[NH2:1][C:2]1[C:3]2[N:4]([C:8]([CH2:26][NH2:27])=[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:28](Cl)(=[O:31])[CH:29]=[CH2:30]>>[C:28]([NH:27][CH2:26][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:31])[CH:29]=[CH2:30]

Participants

Reactant 2

HCID 13140Acryloyl chloride

HCID 71226567HCID 71226567, compound2×

Product 1

HCID 86720320HCID 86720320, compoundYield 4%

Procedure

This compound was prepared, in an analogous manner as described in Example 1, from 4-(8-amino-3-(aminomethyl)imidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamide (intermediate 44) and acryloylchloride, to afford the title compound (1.7 mg, 4%). Data: UPLC(C) Rt: 1.22 min; m/z 414.2 (M+H)+.

Workup

customThis compound was prepared, in an analogous manner

Sources & evidence

ORD record: ord-f79a432ffdd848c9a3cc00d05921b212
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09290504B2

Reaction notes

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