Tert-butyl 4-methyl-4-(3-methylpiperazin-1-yl)piperidine-1-carboxylate → HCID 68743987, compound

HRID 2178793Notes

Reaction equation

HRID 2178793 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[CH:8][C:9]2=[O:12])=[CH:5][CH:4]=1.[CH3:15][C:16]1([N:29]2[CH2:34][CH2:33][NH:32][CH:31]([CH3:35])[CH2:30]2)[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]1>C(Cl)(Cl)(Cl)Cl>[CH3:15][C:16]1([N:29]2[CH2:34][CH2:33][N:32]([CH:7]3[C:6]4[C:10](=[CH:11][C:3]([C:2]([F:13])([F:14])[F:1])=[CH:4][CH:5]=4)[C:9](=[O:12])[CH2:8]3)[CH:31]([CH3:35])[CH2:30]2)[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:26])([CH3:27])[CH3:28])=[O:23])[CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 20619447Tert-butyl 4-methyl-4-(3-methylpiperazin-1-yl)piperidine-1-carboxylateHCID 59212660HCID 59212660, compound

Product 1

HCID 68743987HCID 68743987, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A solution of 6-(trifluoromethyl)-1H-inden-1-one (100 mg, 0.505 mmol) and tert-butyl 4-methyl-4-(3-methylpiperazin-1-yl)piperidine-1-carboxylate (420 mg, 1.412 mmol) in carbon tetrachloride (8.00 mL) was heated at 60° C. for 18 h with stirring. After evaporation of solvent, the residue was purified on silica gel to give two diastereomers (3/1 ratio). Yield 180 mg (72%). LC-MS [M+1]=496.4.

Workup

  1. customAfter evaporation of solvent
  2. customthe residue was purified on silica gel
  3. customto give two diastereomers (3/1 ratio)

Sources & evidence

ORD record
ord-d12112cd228c4253b7278cb858146248
Source dataset
uspto-grants-2015_06
Patent number
US09067921B2

Reaction notes

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