Ethyl bromophenylacetate → Ethyl 2-(4-bromo-1H-pyrazol-1-yl)-2-phenylacetate

HRID 2175246Notes

Reaction equation

HRID 2175246 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][N:5]([CH2:7][C:8]2[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=2)C(OC)=O)[CH:6]=1.BrCC1C=C(C=CC=1)C(OC)=O.BrC(C1C=CC=CC=1)[C:32]([O:34][CH2:35][CH3:36])=[O:33]>>[Br:1][C:2]1[CH:3]=[N:4][N:5]([CH:7]([C:8]2[CH:17]=[CH:16][CH:15]=[CH:10][CH:9]=2)[C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH:6]=1

Participants

4

Reactant 3

HCID 97780Ethyl bromophenylacetateHCID 517981Methyl 3-(bromomethyl)benzoateHCID 17024610methyl 3-[(4-bromo-1H-pyrazol-1-yl)methyl]benzoate

Product 1

HCID 70983666Ethyl 2-(4-bromo-1H-pyrazol-1-yl)-2-phenylacetate

Procedure

The title compound was prepared using a procedure analogous to methyl 3-((4-bromo-1H-pyrazol-1-yl)methyl)benzoate except that methyl 3-(bromomethyl)benzoate was replaced with ethyl 2-bromo-2-phenylacetate. LCMS, [M+H]+=308.9. 1H NMR (400 MHz, CDCl3) δ 7.52 (s, 1H), 7.45-7.36 (m, 6H), 6.14 (s, 1H), 4.34-4.23 (m, 2H), 1.27 (t, J=7.1 Hz, 3H).

Sources & evidence

ORD record
ord-12dd8d88deb34e78aeae6259c849041d
Source dataset
uspto-grants-2015_06
Patent number
US09062028B2

Reaction notes

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