Hydrochloric Acid → 5-fluoro-1-(5-fluoro-benzo[b]thiophen-3-ylmethyl)-3-[(methoxycarbonyl-methyl-amino)-methyl]-1H-indole-2-carboxylic acid
Reaction equation
C(OC(C1N(CC2C3C=C(F)C=CC=3SC=2)C2C(C=1CNC)=CC(F)=CC=2)=O)C.Cl.C([O:33][C:34]([C:36]1[N:37]([CH2:53][C:54]2[C:55]3[CH:62]=[C:61]([F:63])[CH:60]=[CH:59][C:56]=3[S:57][CH:58]=2)[C:38]2[C:43]([C:44]=1[CH2:45][N:46]([C:48]([O:50][CH3:51])=[O:49])[CH3:47])=[CH:42][C:41]([F:52])=[CH:40][CH:39]=2)=[O:35])C>>[F:52][C:41]1[CH:42]=[C:43]2[C:38](=[CH:39][CH:40]=1)[N:37]([CH2:53][C:54]1[C:55]3[CH:62]=[C:61]([F:63])[CH:60]=[CH:59][C:56]=3[S:57][CH:58]=1)[C:36]([C:34]([OH:35])=[O:33])=[C:44]2[CH2:45][N:46]([C:48]([O:50][CH3:51])=[O:49])[CH3:47]Participants
4
Reactant 3
Product 1
Procedure
5-Fluoro-1-(5-fluoro-benzo[b]thiophen-3-ylmethyl)-3-methylaminomethyl-1H-indole-2-carboxylic acid ethyl ester; salt with hydrogen chloride was converted to 5-fluoro-1-(5-fluoro-benzo[b]thiophen-3-ylmethyl)-3-[(methoxycarbonyl-methyl-amino)-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 5-fluoro-1-(5-fluoro-benzo[b]thiophen-3-ylmethyl)-3-[(methoxycarbonyl-methyl-amino)-methyl]-1H-indole-2-carboxylic acid as a white solid. MS: 443.4 ([M−H]−).
Sources & evidence
- ORD record
- ord-159e09296b6544809ab0d2cf85cb4e18
- Source dataset
- uspto-grants-2010_04
- Patent number
- US07696240B2
Reaction notes
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