Dimethylamine → 3-Dimethylcarbamoylmethyl-5-fluoro-1-(5-fluoro-benzo[b]thiophen-3-ylmethyl)-1H-indole-2-carboxylic acid
Reaction equation
[C:1]([CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([F:14])[CH:12]=2)[N:7]([CH2:15][C:16]2[C:17]3[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:18]=3[S:19][CH:20]=2)[C:6]=1[C:26]([OH:28])=[O:27])(O)=[O:2].FC1C=C2[C:36](=CC=1)[N:35](CC1C3C=C(F)C=CC=3SC=1)[C:34]1C(=O)OC(=O)CC2=1.CNC>>[CH3:34][N:35]([CH3:36])[C:1]([CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([F:14])[CH:12]=2)[N:7]([CH2:15][C:16]2[C:17]3[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:18]=3[S:19][CH:20]=2)[C:6]=1[C:26]([OH:28])=[O:27])=[O:2]Participants
4
Reactant 3
Product 1
Procedure
3-Carboxymethyl-5-fluoro-1-(5-fluoro-benzo[b]thiophen-3-ylmethyl)-1H-indole-2-carboxylic acid (from Example 60) was converted to 6-fluoro-9-(5-fluoro-benzo[b]thiophen-3-ylmethyl)-4,9-dihydro-pyrano[3,4-b]indole-1,3-dione as described in Example 68.1. which was reacted with dimethyl amine as described in Example 68.2. to give the title compound as a white solid. MS: 427.2 ([M−H]−).
Sources & evidence
- ORD record
- ord-92a00e3fc25e44ebb665d3658cc603c0
- Source dataset
- uspto-grants-2010_04
- Patent number
- US07696240B2
Reaction notes
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