3-Methylbenzeneethanol → 1-[2-Fluoro-4-methoxy-3-(2-m-tolyl-ethoxy)-benzoylamino]-cycloheptanecarboxylic Acid
Reaction equation
CO[C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([OH:12])[C:5]=1[F:13].[C:15]1([CH3:24])[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][CH2:22]O)[CH:16]=1.Cl.C[O:27][C:28]([C:30]1([NH2:37])[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1)=[O:29]>>[F:13][C:5]1[C:6]([O:12][CH2:22][CH2:21][C:17]2[CH:16]=[C:15]([CH3:24])[CH:20]=[CH:19][CH:18]=2)=[C:7]([O:10][CH3:11])[CH:8]=[CH:9][C:4]=1[C:3]([NH:37][C:30]1([C:28]([OH:29])=[O:27])[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1)=[O:14]Participants
4
Procedure
2-Fluoro-3-hydroxy-4-methoxybenzoic acid methyl ester was coupled to 2-m-tolylethanol, the intermediate hydrolyzed, coupled to 1-amino-cycloheptanecarboxylic acid methyl ester hydrochloride and the obtained ester hydrolyzed in analogy to steps 1 to 4 of example 1 to yield the title compound.
Sources & evidence
- ORD record
- ord-596f8c1e4e1b4d22bd58f175ed19fd29
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08618304B2
Reaction notes
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