1-(5-fluoro-benzo[b]thiophen-3-ylmethyl)-3-(methoxycarbonylamino-methyl)-1H-indole-2-carboxylic acid ethyl ester → 1-(5-Fluoro-benzo[b]thiophen-3-ylmethyl)-3-(methoxycarbonylamino-methyl)-1H-indole-2-carboxylic acid
Reaction equation
C(OC(C1N(CC2C3C=C(F)C=CC=3SC=2)C2C(C=1C=O)=CC=CC=2)=O)C.C([O:30][C:31]([C:33]1[N:34]([CH2:48][C:49]2[C:50]3[CH:57]=[C:56]([F:58])[CH:55]=[CH:54][C:51]=3[S:52][CH:53]=2)[C:35]2[C:40]([C:41]=1[CH2:42][NH:43][C:44]([O:46][CH3:47])=[O:45])=[CH:39][CH:38]=[CH:37][CH:36]=2)=[O:32])C>>[F:58][C:56]1[CH:55]=[CH:54][C:51]2[S:52][CH:53]=[C:49]([CH2:48][N:34]3[C:35]4[C:40](=[CH:39][CH:38]=[CH:37][CH:36]=4)[C:41]([CH2:42][NH:43][C:44]([O:46][CH3:47])=[O:45])=[C:33]3[C:31]([OH:32])=[O:30])[C:50]=2[CH:57]=1Participants
3
Reactant 2
Product 1
Procedure
1-(5-Fluoro-benzo[b]thiophen-3-ylmethyl)-3-formyl-1H-indole-2-carboxylic acid ethyl ester (from Example 115.1.) was converted to 1-(5-fluoro-benzo[b]thiophen-3-ylmethyl)-3-(methoxycarbonylamino-methyl)-1H-indole-2-carboxylic acid ethyl ester as described in Example 77.1. which was hydrolyzed as described in the general procedure B (Exp. 2.2) to give the title compound as a white solid. MS: 411.3 ([M−H]−).
Sources & evidence
- ORD record
- ord-6fdb1c73b7744092858a236086008415
- Source dataset
- uspto-grants-2010_04
- Patent number
- US07696240B2
Reaction notes
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