1-Benzyl-2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester → 1-Benzyl-4,5-dibromo-2-bromomethyl-1H-pyrrole-3-carboxylic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:10]([Br:11])=[C:9]([Br:12])[N:8]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:7]=1[CH2:19][Br:20])=[O:5])[CH3:2].[CH2:21](OC(C1C=CN(CC2C=CC=CC=2)C=1C)=O)C>>[CH2:1]([O:3][C:4]([C:6]1[C:10]([Br:11])=[C:9]([Br:12])[N:8]([CH2:13][C:18]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:21]=2)[C:7]=1[CH2:19][Br:20])=[O:5])[CH3:2]Participants
3
Procedure
Prepared in analogy to that of 4,5-dibromo-2-bromomethyl-1-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester (Example 1(a)) from 1-benzyl-2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester; the title product, 1H NMR (200 MHz, CDCl3): δ (ppm)=7.30 (m, 3H), 7.00 (m, 2H), 5.40 (s, 2H), 4.77 (s, 2H), 4.35 (q, 2H, J=6.8 Hz), 1.40 (t, 3H, J=6.8 Hz).
Sources & evidence
- ORD record
- ord-ee9713fe23bc4e0fbd8dfa33e965ca54
- Source dataset
- uspto-grants-2010_04
- Patent number
- US07696223B2
Reaction notes
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