(5-Chloropyridin-2-yl)acetic acid → HCID 70817465, compound

HRID 82133Notes

Reaction equation

HRID 82133 reaction equation
[C:1]([N:5]1[C:9]2[N:10]=[CH:11][N:12]=[CH:13][C:8]=2[C:7]([C:14]([C:16]2[CH:17]=[N:18][CH:19]=[C:20]([NH:22][CH3:23])[CH:21]=2)=[O:15])=[CH:6]1)([CH3:4])([CH3:3])[CH3:2].[Cl:24][C:25]1[CH:26]=[CH:27][C:28]([CH2:31][C:32]([OH:34])=O)=[N:29][CH:30]=1>>[C:1]([N:5]1[C:9]2[N:10]=[CH:11][N:12]=[CH:13][C:8]=2[C:7]([C:14]([C:16]2[CH:21]=[C:20]([N:22]([CH3:23])[C:32](=[O:34])[CH2:31][C:28]3[CH:27]=[CH:26][C:25]([Cl:24])=[CH:30][N:29]=3)[CH:19]=[N:18][CH:17]=2)=[O:15])=[CH:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 46737473(5-Chloropyridin-2-yl)acetic acidHCID 70817575(7-tert-butyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(5-methylamino-pyridin-3-yl)-methanone

Product 1

HCID 70817465HCID 70817465, compound

Procedure

The title compound was prepared according to the method described for Example 1 using (7-tert-butyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(5-methylamino-pyridin-3-yl)-methanone (Preparation 187) and (5-chloro-pyridin-2-yl)-acetic acid (see Preparation 90) to afford the title compound as off white solid in 21% yield, 25 mg. 1H NMR (400 MHz, DMSO-D6) δ: 1.78 (s, 9H), 3.32 (s, 3H), 3.77 (brs, 2H), 7.26 (br, 1H), 7.83 (br, 1H), 8.21 (s, 1H), 8.32 (s, 1H), 8.48 (s, 1H), 8.85 (s, 1H), 8.97 (s, 1H), 9.02 (s, 1H), 9.51 (s, 1H); LCMS (system 10): Rt=3.29 min; m/z 463.2 [M+H]+.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-8e8807ad42324185b35b30fa97491466
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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