Diisopropylethylamine → N-{5-[(2-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)carbonyl]pyridin-3-yl}-2-(5-bromopyridin-2-yl)acetamide

HRID 82114Notes

Reaction equation

HRID 82114 reaction equation
CCN(C(C)C)C(C)C.[NH2:10][C:11]1[N:12]=[CH:13][C:14]2[C:19]([C:20]([C:22]3[CH:23]=[N:24][CH:25]=[C:26]([NH2:28])[CH:27]=3)=[O:21])=[CH:18][N:17]([CH:29]([CH3:31])[CH3:30])[C:15]=2[N:16]=1.[Br:32][C:33]1[CH:34]=[CH:35][C:36]([CH2:39][C:40](O)=[O:41])=[N:37][CH:38]=1>>[NH2:10][C:11]1[N:12]=[CH:13][C:14]2[C:19]([C:20]([C:22]3[CH:27]=[C:26]([NH:28][C:40](=[O:41])[CH2:39][C:36]4[CH:35]=[CH:34][C:33]([Br:32])=[CH:38][N:37]=4)[CH:25]=[N:24][CH:23]=3)=[O:21])=[CH:18][N:17]([CH:29]([CH3:31])[CH3:30])[C:15]=2[N:16]=1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 46238459(5-Bromopyridin-2-yl)acetic acidHCID 70817329(2-amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)(5-aminopyridin-3-yl)methanone

Product 1

HCID 70817685N-{5-[(2-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)carbonyl]pyridin-3-yl}-2-(5-bromopyridin-2-yl)acetamide

Procedure

The title compound was prepared according to the method described for Example 1 with DIPEA using (2-amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)(5-aminopyridin-3-yl)methanone (Preparation 122) and (5-bromopyridin-2-yl)acetic acid to afford the title compound as a colourless oil in 57% yield, 75 mg.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-7b8f01dfbd1846068f029d8b0a4a59b8
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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