4-(3-Trifluoromethyldiazirino)benzoic acid → N-{5-[(7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)carbonyl]pyridin-3-yl}-4-[3-(trifluoromethyl)-3H-diaziren-3-yl]benzamide

HRID 82099Notes

Reaction equation

HRID 82099 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:35]=[CH:34][C:30]([C:31](O)=[O:32])=[CH:29][CH:28]=2)[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:31](=[O:32])[C:30]3[CH:34]=[CH:35][C:27]([C:24]4([C:23]([F:37])([F:36])[F:22])[N:26]=[N:25]4)=[CH:28][CH:29]=3)[CH:7]=[N:6][CH:5]=2)=[O:9])=[CH:11]1)([CH3:21])[CH3:20]

Participants

3

Reactant 2

HCID 1287184-(3-Trifluoromethyldiazirino)benzoic acidHCID 70817456(5-aminopyridin-3-yl)(7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methanone

Product 1

HCID 70817901N-{5-[(7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)carbonyl]pyridin-3-yl}-4-[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 4-[3-(trifluoromethyl)-3H-diaziren-3-yl]benzoic acid to afford the title compound as a white solid in 4% yield, 2 mg. LCMS (system 3): Rt=3.64 min; m/z 494 [M+H]+.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-66be362823c54673955dc9c22d55b98a
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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