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

HRID 82100Notes

Reaction equation

HRID 82100 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:36])([F:35])[C:24]([C:26]1[CH:27]=[C:28]([CH:32]=[CH:33][CH:34]=1)[C:29](O)=[O:30])=[O:25]>>[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:29](=[O:30])[C:28]3[CH:32]=[CH:33][CH:34]=[C:26]([C:24](=[O:25])[C:23]([F:35])([F:36])[F:22])[CH:27]=3)[CH:7]=[N:6][CH:5]=2)=[O:9])=[CH:11]1)([CH3:21])[CH3:20]

Participants

3

Reactant 2

HCID 225977043-(2,2,2-Trifluoroacetyl)benzoic acidHCID 70817456(5-aminopyridin-3-yl)(7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methanone

Product 1

HCID 70817732N-{5-[(7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)carbonyl]pyridin-3-yl}-3-(trifluoroacetyl)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-(trifluoroacetyl)benzoic acid (Preparation 200) to afford the title compound as a white solid in 80% yield, 41 mg. LCMS (system 3): Rt=2.52 min; m/z 482 [M+H]+.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-63ad9500329440c7ba212a964b376988
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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