Hydrochloric Acid → 2-Methyl-2-piperazin-1-yl-1-pyrrolidin-1-yl-propan-1-one hydrochloride salt

HRID 2365182Notes

Reaction equation

HRID 2365182 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([CH3:23])([CH3:22])[C:15](=[O:21])[N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:24]>ClCCl.C(OCC)C>[ClH:24].[CH3:23][C:14]([N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)([CH3:22])[C:15]([N:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1)=[O:21]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57493998HCID 57493998, compound

Product 1

HCID 687167802-Methyl-2-piperazin-1-yl-1-pyrrolidin-1-yl-propan-1-one hydrochloride salt

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(1,1-dimethyl-2-oxo-2-pyrrolidin-1-yl-ethyl)-piperazine-1-carboxylic acid tert-butyl ester (0.745 g) in dichloromethane (10 mL) was added 2M hydrogen chloride in diethyl ether (4 mL) and the mixture stirred at room temperature for 12 hours. The solvent was evaporated to give 2-methyl-2-piperazin-1-yl-1-pyrrolidin-1-yl-propan-1-one hydrochloride salt as a beige solid. Reductive amination with 2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine-6-carbaldehyde using the standard method in the presence of triethylamine gave the title compound as a white solid (0.355 g).

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-0e330d625a474d8ea39f5b4d90c9db8a
Source dataset
uspto-grants-2014_04
Patent number
US08697693B2

Reaction notes

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