3-(3-(trifluoromethyl)-3H-diazirin-3-yl)benzoic acid → N-{5-[(7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)carbonyl]pyridin-3-yl}-3-[3-(trifluoromethyl)-3H-diaziren-3-yl]benzamide

HRID 82098Notes

Reaction equation

HRID 82098 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]([C:10]2[C:18]3[CH:17]=[N:16][CH:15]=[N:14][C:13]=3[N:12]([CH:19]([CH3:21])[CH3:20])[CH:11]=2)=[O:9])[CH:5]=[N:6][CH:7]=1.[F:22][C:23]([F:37])([F:36])[C:24]1([C:27]2[CH:28]=[C:29]([CH:33]=[CH:34][CH:35]=2)[C:30](O)=[O:31])[N:26]=[N:25]1>>[CH:19]([N:12]1[C:13]2[N:14]=[CH:15][N:16]=[CH:17][C:18]=2[C:10]([C:8]([C:4]2[CH:3]=[C:2]([NH:1][C:30](=[O:31])[C:29]3[CH:33]=[CH:34][CH:35]=[C:27]([C:24]4([C:23]([F:37])([F:36])[F:22])[N:26]=[N:25]4)[CH:28]=3)[CH:7]=[N:6][CH:5]=2)=[O:9])=[CH:11]1)([CH3:21])[CH3:20]

Participants

3

Reactant 2

HCID 108789513-(3-(trifluoromethyl)-3H-diazirin-3-yl)benzoic acidHCID 70817456(5-aminopyridin-3-yl)(7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methanone

Product 1

HCID 70817666N-{5-[(7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)carbonyl]pyridin-3-yl}-3-[3-(trifluoromethyl)-3H-diaziren-3-yl]benzamide

Procedure

The title compound was prepared according to the method described for Example 34 starting from (5-aminopyridin-3-yl)(7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methanone (Preparation 95) and 3-[3-(trifluoromethyl)-3H-diaziren-3-yl]benzoic acid (Preparation 197) to afford the title compound as a white solid in 36% yield, 23 mg.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-4133f10afcde474b81bbabd4be158d25
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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