Reaction #157552

ord-c8886a7c84de41818cd19b52db18dc58

Reaction equation

OCCc1cn[nH]c1
2-(1H-pyrazol-4-yl) ethanol
Nc1cc(Cl)ccc1S
2-amino-4-chlorobenzenethiol
c1ccc(P(c2ccccc2)c2ccccc2)cc1
PPh3
CC(C)(C)OC(=O)/N=N/C(=O)OC(C)(C)C
di-tert-butylazodicarboxylate
→
Nc1cc(Cl)ccc1SCCc1cn[nH]c1
title intermediate
Nc1cc(Cl)ccc1SCCc1cn[nH]c1
2-((2-(1H-pyrazol-4-yl)ethyl)thio)-5-chloroaniline

Reactants

OCCc1cn[nH]c1
2-(1H-pyrazol-4-yl) ethanol
Nc1cc(Cl)ccc1S
2-amino-4-chlorobenzenethiol
c1ccc(P(c2ccccc2)c2ccccc2)cc1
PPh3
CC(C)(C)OC(=O)/N=N/C(=O)OC(C)(C)C
di-tert-butylazodicarboxylate

Reagents

None

Solvents

ClCCl
CH2Cl2

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Following the General Procedure J, the title intermediate was prepared from 2-(1H-pyrazol-4-yl) ethanol (472 mg, 4.218 mmol), 2-amino-4-chlorobenzenethiol (1.01 g, 6.327 mmol), PPh3 (2.21 g, 8.436 mmol) and di-tert-butylazodicarboxylate (1.9 g, 8.436 mmol) in CH2Cl2 (20 ml).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08822530B2uspto-grants-2014_09