HCID 86753900, compound → HCID 10962313, compound

HRID 1418592Notes

Reaction equation

HRID 1418592 reaction equation
C([O:8][C:9]([CH2:11][N:12]1[CH2:17][CH2:16][N:15]([C:18](=[O:33])[C:19]2[CH:24]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:22]=[C:21]([C:29]([F:32])([F:31])[F:30])[CH:20]=2)[C@H:14]([CH2:34][C:35]2[C:43]3[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=3)[NH:37][CH:36]=2)[CH2:13]1)=[O:10])C1C=CC=CC=1>O1CCCC1>[C:9]([CH2:11][N:12]1[CH2:17][CH2:16][N:15]([C:18](=[O:33])[C:19]2[CH:20]=[C:21]([C:29]([F:31])([F:30])[F:32])[CH:22]=[C:23]([C:25]([F:27])([F:28])[F:26])[CH:24]=2)[C@H:14]([CH2:34][C:35]2[C:43]3[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=3)[NH:37][CH:36]=2)[CH2:13]1)([OH:10])=[O:8]

Participants

3

Reactant 1

HCID 86753900HCID 86753900, compound

Product 1

HCID 10962313HCID 10962313, compoundYield 52.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of (2R)-4-(benzyloxycarbonylmethyl)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(1H-indol-3-ylmethyl)-piperazine (1.86 g), 10% Pd charcoal (0.186 g) and tetrahydrofuran (93 ml) was stirred for 17 hours under hydrogen gas atmosphere (1 atm). The catalyst was removed by filtration and the filtrate was concentrated. The residue was triturated with ethyl ether to give (2R)-4-(carboxymethyl)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(1H-indol-3-ylmethyl)piperazine (0.83 g) as a white powder.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. customThe residue was triturated with ethyl ether

Sources & evidence

ORD record
ord-e60d16e1cae64123943ce944e3150914
Source dataset
uspto-grants-1999_03
Patent number
US05883098

Reaction notes

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