Reaction #62331

ord-5bf5f345cacb46b0977ef51861d239d9

Reaction equation

COc1c(C(=O)O)ccc2c1c(/C=C/c1cccc(F)c1)nn2C(c1ccccc1)(c1ccccc1)c1ccccc1
3-[(E)-2-(3-fluorophenyl)-vinyl]-4-methoxy-1-trityl-1H-indazole-5-carboxylic acid
CC(C)(C)OC(=O)NN
hydrazine carboxylic acid tert-butyl ester
→
COc1c(C(=O)NNC(=O)OC(C)(C)C)ccc2c1c(/C=C/c1cccc(F)c1)nn2C(c1ccccc1)(c1ccccc1)c1ccccc1
title compound
Yield 112.0%
COc1c(C(=O)NNC(=O)OC(C)(C)C)ccc2c1c(/C=C/c1cccc(F)c1)nn2C(c1ccccc1)(c1ccccc1)c1ccccc1
N′-{3-[(E)-2-(3-Fluorophenyl)-vinyl]-4-methoxy-1-trityl-1H-indazole-5-carbonyl}-hydrazine carboxylic acid tert-butyl ester
Yield 112.0%

Reactants

COc1c(C(=O)O)ccc2c1c(/C=C/c1cccc(F)c1)nn2C(c1ccccc1)(c1ccccc1)c1ccccc1
3-[(E)-2-(3-fluorophenyl)-vinyl]-4-methoxy-1-trityl-1H-indazole-5-carboxylic acid
CC(C)(C)OC(=O)NN
hydrazine carboxylic acid tert-butyl ester

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Othercondensed in the manner

Procedure

94 mg of 3-[(E)-2-(3-fluorophenyl)-vinyl]-4-methoxy-1-trityl-1H-indazole-5-carboxylic acid and 34.4 mg of hydrazine carboxylic acid tert-butyl ester were condensed in the manner as described in Example 127, to afford 126.9 mg of the title compound as pale yellow crude crystals.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07429609B2uspto-grants-2008_09