1-Amino-3-(morpholin-4-yl)propan-2-ol → 3-[(E)-2-(4-fluorophenyl)ethenyl]-N-(2-hydroxy-3-morpholin-4-ylpropyl)-4-methoxy-1H-indazole-5-carboxamide

HRID 34117

Reaction equation

HRID 34117 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([C:21](O)=[O:22])[C:17]=3[O:19][CH3:20])[NH:12][N:11]=2)=[CH:4][CH:3]=1.[NH2:24][CH2:25][CH:26]([OH:34])[CH2:27][N:28]1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1>>[OH:34][CH:26]([CH2:27][N:28]1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1)[CH2:25][NH:24][C:21]([C:16]1[C:17]([O:19][CH3:20])=[C:18]2[C:13](=[CH:14][CH:15]=1)[NH:12][N:11]=[C:10]2/[CH:9]=[CH:8]/[C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=1)=[O:22]

Participants

3

Reactant 2

HCID 28322311-Amino-3-(morpholin-4-yl)propan-2-olHCID 597972433-[(E)-2-(4-fluorophenyl)-vinyl]-4-methoxy-1H-indazole-5-carboxylic acid

Product 1

HCID 600348613-[(E)-2-(4-fluorophenyl)ethenyl]-N-(2-hydroxy-3-morpholin-4-ylpropyl)-4-methoxy-1H-indazole-5-carboxamideYield 45.4%

Procedure

100 mg of 3-[(E)-2-(4-fluorophenyl)-vinyl]-4-methoxy-1H-indazole-5-carboxylic acid obtained by Example 234 and 130 mg of 1-amino-3-(morpholine-4-yl)propane-2-ol were condensed in the similar method as described in Example 44, to afford 66 mg of the title compound as colorless needle crystals.

Workup

  1. customcondensed in the similar method

Sources & evidence

ORD record
ord-cdbb4289407b462dab29ea96153df71a
Source dataset
uspto-grants-2008_09
Patent number
US07429609B2

Linked notes

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