Methyl iodide → 4-(Ethanesulfonyl-methyl-amino)-3-methyl-benzofuran-2-carboxylic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][CH:13]=[C:12]([NH:16][S:17]([CH2:20][CH3:21])(=[O:19])=[O:18])[C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2].I[CH3:23]>>[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][CH:13]=[C:12]([N:16]([S:17]([CH2:20][CH3:21])(=[O:18])=[O:19])[CH3:23])[C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2]Participants
3
Procedure
4-Ethanesulfonylamino-3-methyl-benzofuran-2-carboxylic acid ethyl ester (prepared according to Example 68, Step 1) was alkylated with iodomethane according to Example 60, Step 2, to give 4-(ethanesulfonyl-methyl-amino)-3-methyl-benzofuran-2-carboxylic acid ethyl ester. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.3 (m, 9 H) 2.7 (s, 3 H) 3.3 (s, 2 H) 4.4 (q, J=7.1 Hz, 2 H) 7.5 (dd, J=7.7, 0.9 Hz, 1 H) 7.6 (m, 1 H) 7.7 (m, 1 H).
Sources & evidence
- ORD record
- ord-86e21190be8b4416ba67e4758cc688ed
- Source dataset
- uspto-grants-2008_09
- Patent number
- US07420001B2
Reaction notes
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