5-Bromo-2-chlorobenzoic acid → Ethyl 1-(3-(benzyloxy)phenyl)-5-(5-bromo-2-chlorobenzamido)-1H-pyrazole-3-carboxylate

HRID 522131Notes

Reaction equation

HRID 522131 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:8]=2)[N:5]=[C:4]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:3]=1.[Cl:26][C:27]1[CH:35]=[CH:34][C:33]([Br:36])=[CH:32][C:28]=1[C:29](O)=[O:30]>>[CH2:14]([O:13][C:9]1[CH:8]=[C:7]([N:6]2[C:2]([NH:1][C:29](=[O:30])[C:28]3[CH:32]=[C:33]([Br:36])[CH:34]=[CH:35][C:27]=3[Cl:26])=[CH:3][C:4]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[N:5]2)[CH:12]=[CH:11][CH:10]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 331275-Bromo-2-chlorobenzoic acidHCID 118497040HCID 118497040, compound

Product 1

HCID 118497151Ethyl 1-(3-(benzyloxy)phenyl)-5-(5-bromo-2-chlorobenzamido)-1H-pyrazole-3-carboxylate

Procedure

The title compound was prepared according to the method described for Preparation 16 using ethyl 5-amino-1-(3-(benzyloxy)phenyl)-1H-pyrazole-3-carboxylate (Preparation 54) and 2-chloro-5-bromobenzoic acid. The residue was purified using silica gel column chromatography eluting with 30-40% EtOAc in heptanes.

Workup

  1. customThe residue was purified
  2. washeluting with 30-40% EtOAc in heptanes

Sources & evidence

ORD record
ord-23e5f4015d374dfba7cf4eb8554d5788
Source dataset
uspto-grants-2016_05
Patent number
US09328096B2

Reaction notes

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