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Ethenesulfonyl chloride → HCID 71607623, compound

HRID 928329
Notes
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Reaction equation

HRID 928329 reaction equation
[NH2:1][C:2]1[C:3]2[N:4]([C:8]([C@@H:30]3[CH2:35][CH2:34][CH2:33][CH2:32][NH:31]3)=[N:9][C:10]=2[C:11]2[CH:29]=[CH:28][C:14]([C:15]([NH:17][C:18]3[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[CH:20][N:19]=3)=[O:16])=[CH:13][CH:12]=2)[CH:5]=[CH:6][N:7]=1.[CH:36]([S:38](Cl)(=[O:40])=[O:39])=[CH2:37]>>[NH2:1][C:2]1[C:3]2[N:4]([C:8]([C@@H:30]3[CH2:35][CH2:34][CH2:33][CH2:32][N:31]3[S:38]([CH:36]=[CH2:37])(=[O:40])=[O:39])=[N:9][C:10]=2[C:11]2[CH:29]=[CH:28][C:14]([C:15]([NH:17][C:18]3[CH:23]=[C:22]([C:24]([F:25])([F:27])[F:26])[CH:21]=[CH:20][N:19]=3)=[O:16])=[CH:13][CH:12]=2)[CH:5]=[CH:6][N:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 533445Ethenesulfonyl chlorideHCID 71226393HCID 71226393, compound2×

Product 1

HCID 71607623HCID 71607623, compoundYield 20.5%

Procedure

This compound was prepared, in an analogous manner as described in Example 1, from (S)-4-(8-amino-3-(piperidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide (intermediate 25) and ethenesulfonyl chloride prepared according to procedures described by King et. al. in Can. J. Chem. 66 (1988) pp 1109-1116, to afford the title compound (6.1 mg, 20.5%). Data: UPLC(B) Rt: 1.24 min; m/z 572.2 (M+H)+.

Workup

  1. customThis compound was prepared, in an analogous manner
  2. customprepared

Sources & evidence

ORD record
ord-733f20009a5a4271baa9f8e6a3469480
Source dataset
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09290504B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes