2-Oxa-6-azaspiro[3.3]heptane → 6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid [1-methyl-3-(2-oxa-6-aza-spiro[3.3]heptane-6-carbonyl)-1H-pyrazol-4-yl]-amide

HRID 467673Notes

Reaction equation

HRID 467673 reaction equation
[CH2:1]1[C:4]2([CH2:7][NH:6][CH2:5]2)[CH2:3][O:2]1.C[O:9][C:10]([C:12]1[C:16]([NH:17][C:18]([C:20]2[C:25]([NH:26][C:27]3[CH:28]=[N:29][CH:30]=[N:31][CH:32]=3)=[CH:24][CH:23]=[C:22]([CH:33]3[CH2:35][CH2:34]3)[N:21]=2)=[O:19])=[CH:15][N:14]([CH3:36])[N:13]=1)=O>>[CH3:36][N:14]1[CH:15]=[C:16]([NH:17][C:18]([C:20]2[C:25]([NH:26][C:27]3[CH:32]=[N:31][CH:30]=[N:29][CH:28]=3)=[CH:24][CH:23]=[C:22]([CH:33]3[CH2:34][CH2:35]3)[N:21]=2)=[O:19])[C:12]([C:10]([N:6]2[CH2:7][C:4]3([CH2:3][O:2][CH2:1]3)[CH2:5]2)=[O:9])=[N:13]1

Participants

3

Reactant 2

HCID 231118872-Oxa-6-azaspiro[3.3]heptaneHCID 700992004-{[6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-1-methyl-1H-pyrazole-3-carboxylic acid methyl ester

Product 1

HCID 585484076-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid [1-methyl-3-(2-oxa-6-aza-spiro[3.3]heptane-6-carbonyl)-1H-pyrazol-4-yl]-amideYield 5%

Procedure

According to the general method described in step 5 of example 27, reaction of 2-oxa-6-aza-spiro[3.3]heptane with 4-{[6-cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-1-methyl-1H-pyrazole-3-carboxylic acid methyl ester provided the title compound (5%) as sticky yellow solid.

Sources & evidence

ORD record
ord-92208373f61943a29d04ed88114a40dc
Source dataset
uspto-grants-2014_01
Patent number
US08623866B2

Reaction notes

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