3-(Trifluoromethyl)benzeneacetic acid → HCID 60141332, compound

HRID 2176801Notes

Reaction equation

HRID 2176801 reaction equation
[CH3:1][O:2][C:3]([N:5]1[C@@H:13]2[C@@H:8]([C@@:9]([OH:23])([C:14]#[C:15][C:16]3[CH:17]=[C:18]([CH3:22])[CH:19]=[CH:20][CH:21]=3)[CH2:10][CH2:11][CH2:12]2)[CH2:7][CH2:6]1)=[O:4].[F:24][C:25]([F:37])([F:36])[C:26]1[CH:27]=[C:28]([CH2:32][C:33](O)=[O:34])[CH:29]=[CH:30][CH:31]=1>>[C:18]1([CH3:22])[CH:19]=[CH:20][CH:21]=[C:16]([C:15]#[C:14][C@:9]2([O:23][C:33](=[O:34])[CH2:32][C:28]3[CH:29]=[CH:30][CH:31]=[C:26]([C:25]([F:36])([F:24])[F:37])[CH:27]=3)[CH2:10][CH2:11][CH2:12][C@@H:13]3[C@H:8]2[CH2:7][CH2:6][N:5]3[C:3]([O:2][CH3:1])=[O:4])[CH:17]=1

Participants

3

Reactant 2

HCID 676953-(Trifluoromethyl)benzeneacetic acidHCID 68276168(3aS,4R,7aS)-4-hydroxy-4-m-tolylethynyl-octahydro-indole-1-carboxylic acid methyl ester

Product 1

HCID 60141332HCID 60141332, compound

Procedure

Synthesis in analogy to the General Method 1 starting from (3aS,4R,7aS)-4-hydroxy-4-m-tolylethynyl-octahydro-indole-1-carboxylic acid methyl ester and (3-trifluoromethyl-phenyl)-acetic acid to yield (3aR,4S,7aR)-methyl 4-(m-tolylethynyl)-4-(2-(3-(trifluoromethyl)phenyl)acetoxy)octahydro-1H-indole-1-carboxylate. MS [M+H]=296 (ester elimination ion); RT=8.365 min; LCMS Method III

Sources & evidence

ORD record
ord-b01c9e1628374737a45a875580e1e85e
Source dataset
uspto-grants-2015_06
Patent number
US09067881B2

Reaction notes

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