methyl 1H-pyrazolo[3,4-b]pyridine-5-carboxylate → 1-(5-Chloro-1-isobutyl-1H-indazol-7-ylmethyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester

HRID 2203171Notes

Reaction equation

HRID 2203171 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH2:11]O)[CH:10]=1)[N:7]([CH2:13][CH:14]([CH3:16])[CH3:15])[N:6]=[CH:5]2.[CH3:17][O:18][C:19]([C:21]1[CH:22]=[C:23]2[CH:29]=[N:28][NH:27][C:24]2=[N:25][CH:26]=1)=[O:20]>>[CH3:17][O:18][C:19]([C:21]1[CH:22]=[C:23]2[CH:29]=[N:28][N:27]([CH2:11][C:9]3[CH:10]=[C:2]([Cl:1])[CH:3]=[C:4]4[C:8]=3[N:7]([CH2:13][CH:14]([CH3:16])[CH3:15])[N:6]=[CH:5]4)[C:24]2=[N:25][CH:26]=1)=[O:20]

Participants

3

Reactant 2

HCID 57415679methyl 1H-pyrazolo[3,4-b]pyridine-5-carboxylateHCID 118251601(5-Chloro-1-isobutyl-1H-indazole-7-yl)-methanol

Product 1

HCID 1182516701-(5-Chloro-1-isobutyl-1H-indazol-7-ylmethyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl esterYield 53%

Procedure

Compound 33 was prepared following general method 3A, using compound 17 as a starting material and 1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid methyl ester as the heterocycle. Yield: 53%.

Sources & evidence

ORD record
ord-cf28aaf42c4344afab512c9d18c223ae
Source dataset
uspto-grants-2016_06
Patent number
US09365569B2

Reaction notes

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