6-(Aminomethyl)-1H-indazol-3-amine → (RS)-N-(3-amino-1H-indazol-6-ylmethyl)-2-ethoxy-2-(2-oxo-3-phenylamino-2H-pyridin-1-yl)-acetamide

HRID 1828099Notes

Reaction equation

HRID 1828099 reaction equation
C(O[C:4](=[O:23])[CH:5]([O:20][CH2:21][CH3:22])[N:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:7]1=[O:19])C.[NH2:24][CH2:25][C:26]1[CH:34]=[C:33]2[C:29]([C:30]([NH2:35])=[N:31][NH:32]2)=[CH:28][CH:27]=1>>[NH2:35][C:30]1[C:29]2[C:33](=[CH:34][C:26]([CH2:25][NH:24][C:4](=[O:23])[CH:5]([O:20][CH2:21][CH3:22])[N:6]3[CH:11]=[CH:10][CH:9]=[C:8]([NH:12][C:13]4[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=4)[C:7]3=[O:19])=[CH:27][CH:28]=2)[NH:32][N:31]=1

Participants

3

Reactant 2

HCID 220646476-(Aminomethyl)-1H-indazol-3-amineHCID 69641585(RS)-ethoxy-(2-oxo-3-phenylamino-2H-pyridin-1-yl)-acetic acid ethyl ester

Product 1

HCID 11350961(RS)-N-(3-amino-1H-indazol-6-ylmethyl)-2-ethoxy-2-(2-oxo-3-phenylamino-2H-pyridin-1-yl)-acetamide

Procedure

Using similar procedures as described in example 25, (RS)-ethoxy-(2-oxo-3-phenylamino-2H-pyridin-1-yl)-acetic acid ethyl ester (example 21.1) was hydrolyzed according to general procedure B. The corresponding acid was reacted according to general procedure C with 6-aminomethyl-1H-indazol-3-ylamine (CAS 368426-75-9) to give (RS)-N-(3-amino-1H-indazol-6-ylmethyl)-2-ethoxy-2-(2-oxo-3-phenylamino-2H-pyridin-1-yl)-acetamide. Off-white solid. MS 433.3 ([M+H]+)

Workup

  1. customThe corresponding acid was reacted

Sources & evidence

ORD record
ord-65a5cdfa6b6a4fe993e5d58248427c7e
Source dataset
uspto-grants-2006_06
Patent number
US07056932B2

Reaction notes

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