Water → Tert-butyl 4-[(2-methoxyacetylamino)-methyl]-4-phenylpiperidine-1-carboxylate

HRID 1751805Notes

Reaction equation

HRID 1751805 reaction equation
[NH2:1][CH2:2][C:3]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1.C(N(C(C)C)CC)(C)C.[CH3:31][O:32][CH2:33][C:34](Cl)=[O:35].O>ClCCl>[CH3:31][O:32][CH2:33][C:34]([NH:1][CH2:2][C:3]1([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:14])([CH3:15])[CH3:13])=[O:10])[CH2:5][CH2:4]1)=[O:35]

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 96623Methoxyacetyl chlorideHCID 10565452Tert-butyl 4-(aminomethyl)-4-phenylpiperidine-1-carboxylate

Product 1

HCID 58080361Tert-butyl 4-[(2-methoxyacetylamino)-methyl]-4-phenylpiperidine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.7 g of commercial tert-butyl 4-aminomethyl-4-phenyl-piperidine-1-carboxylate and 3 ml diisopropylethylamine are placed in 30 ml dichloromethane. Then 2.25 ml methoxyacetyl chloride are slowly added. The reaction mixture is stirred at ambient temperature until there is no further reaction, then mixed with water. The organic phase is evaporated to dryness. 4.7 g product are obtained in the form of an oil.

Workup

  1. customno further reaction
  2. customThe organic phase is evaporated to dryness

Sources & evidence

ORD record
ord-4639d1afa19c47e5bb5d1faa82538097
Source dataset
uspto-grants-2015_10
Patent number
US09161927B2

Reaction notes

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