Ethyl bromoacetate → HCID 13507348, compound

HRID 910016Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:21])=[C:6]([C:8]([C:10]2[CH:11]=[N:12][N:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:14]=2)=[O:9])[CH:7]=1.Br[CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[C:6]([C:8]([C:10]2[CH:11]=[N:12][N:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:14]=2)=[O:9])[CH:7]=1

Participants

Reactant 2

HCID 7748Ethyl bromoacetate

HCID 688693(5-Bromo-2-hydroxyphenyl)(1-phenyl-1H-pyrazol-4-yl)methanone

Product 1

HCID 13507348HCID 13507348, compoundYield 100%

Procedure

Prepared from (5-bromo-2-hydroxy-phenyl)-(1-phenyl-1H-pyrazol-4-yl)ketone and ethyl bromoacetate according to GP2 to give 215 mg (100%) white crystals. The product was used without further purification: LC/MS (an 10p8): Rt 6.15 min, m/z 429 [M+H]+; 1H NMR (CDCl3): δ 1.26 (t, J=7.1 Hz, 3H), 4.24 (q, J=7.1 Hz, 2H), 4.64 (s, 2H), 6.72 (d, J=8.9 Hz, 1H), 7.34 (m, 1H), 7.46 (m, 2H), 7.53 (dd, J=8.9, 2.5 Hz, 1H), 7.59 (d, J=2.5 Hz, 1H), 7.73-7.78 (m, 2H), 8.17 (s, 1H), 8.58 (s, 1H); 13C NMR (CDCl3): δ14.3, 61.9, 65.5, 114.0, 114.5, 119.8, 125.3, 127.7, 129.8, 131.8, 132.3, 132.7, 134.6, 139.6, 142.7, 154.1, 168.5, 186.9.

Sources & evidence

ORD record: ord-38eb29f68ea64209adbb69c0e8912f5f
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08022063B2

Reaction notes

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