2-(Trifluoromethyl)benzenepropanoic acid → tert-butyl 1'-(3-(2-(trifluoromethyl)phenyl)propanoyl)-1H-spiro[isoquinoline-4,4'-piperidine]-2(3H)-carboxylate

HRID 390183Notes

Reaction equation

HRID 390183 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][C:11]([OH:13])=O.[NH:16]1[CH2:21][CH2:20][C:19]2([C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH2:24][N:23]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:22]2)[CH2:18][CH2:17]1>>[F:14][C:2]([F:1])([F:15])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][C:11]([N:16]1[CH2:17][CH2:18][C:19]2([C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH2:24][N:23]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:22]2)[CH2:20][CH2:21]1)=[O:13]

Participants

3

Reactant 2

HCID 152848092-(Trifluoromethyl)benzenepropanoic acidHCID 49760902tert-Butyl 1H-spiro[isoquinoline-4,4'-piperidine]-2(3H)-carboxylate

Product 1

HCID 58295813tert-butyl 1'-(3-(2-(trifluoromethyl)phenyl)propanoyl)-1H-spiro[isoquinoline-4,4'-piperidine]-2(3H)-carboxylate

Procedure

The title compound was prepared following a procedure analogous to that described in Example 1 using 3-(2-(trifluoromethyl)phenyl)propanoic acid and tert-butyl 1H-spiro[isoquinoline-4,4′-piperidine]-2(3H)-carboxylate. LC-MS Method 1 tR=2.18, min, m/z=503

Sources & evidence

ORD record
ord-76621e55086d403e8c6feefaa4f6c5a1
Source dataset
uspto-grants-2013_02
Patent number
US08383629B2

Reaction notes

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