2-Chloro-6-fluorobenzoic acid → 2-Chloro-N-[1-({5-chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-1H-pyrazol-4-yl]-6-fluorobenzamide

HRID 1746110Notes

Reaction equation

HRID 1746110 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:6]([CH2:8][N:9]2[CH:13]=[C:12]([NH2:14])[CH:11]=[N:10]2)[CH:7]=1.[Cl:23][C:24]1[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[C:25]=1[C:26](O)=[O:27]>>[Cl:23][C:24]1[CH:32]=[CH:31][CH:30]=[C:29]([F:33])[C:25]=1[C:26]([NH:14][C:12]1[CH:11]=[N:10][N:9]([CH2:8][C:6]2[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=2[O:15][CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:13]=1)=[O:27]

Participants

3

Reactant 2

HCID 679472-Chloro-6-fluorobenzoic acidHCID 675134761-({5-Chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-1H-pyrazol-4-amine

Product 1

HCID 569675352-Chloro-N-[1-({5-chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-1H-pyrazol-4-yl]-6-fluorobenzamide

Procedure

The title compound was prepared in a similar fashion to the preparation of example 16, replacing 1-[(2,4-dichlorophenyl)methyl]-1H-pyrazol-4-amine with 1-({5-chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-1H-pyrazol-4-amine (for a preparation see intermediate 9) and replacing 2,6-dichlorobenzoic acid with 2-chloro-6-fluorobenzoic acid (Aldrich); LCMS (System 3): MH+=470, tRET=1.28 min.

Workup

  1. customtRET=1.28 min.

Sources & evidence

ORD record
ord-d327c70a838940f8847757dab63a700e
Source dataset
uspto-grants-2015_10
Patent number
US09149462B2

Reaction notes

Loading…