Hydrochloric Acid → (3-Piperazin-1-yl-phenyl)-(2-pyrrolidin-1-yl-ethyl)-amine

HRID 1667517Notes

Reaction equation

HRID 1667517 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([NH:20][CH2:21][CH2:22][N:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)[CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>CO>[N:11]1([C:14]2[CH:15]=[C:16]([NH:20][CH2:21][CH2:22][N:23]3[CH2:24][CH2:25][CH2:26][CH2:27]3)[CH:17]=[CH:18][CH:19]=2)[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 674159094-[3-(2-Pyrrolidin-1-yl-ethylamino)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 67416460(3-Piperazin-1-yl-phenyl)-(2-pyrrolidin-1-yl-ethyl)-amineYield 137.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-[3-(2-pyrrolidin-1-yl-ethylamino)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester (338 mg, 0.90 mmol) in MeOH (10 mL) was added a solution of HCl in EPA (5M, 1.8 mL). The mixture was stirred for 18 h then concentrated to provide the title compound (339 mg, 99%). m/z (M+1) 275.49 (free base).

Workup

  1. concentrationthen concentrated

Sources & evidence

ORD record
ord-1ac1dd14acf247d988d563fad91b7c7e
Source dataset
uspto-grants-2011_10
Patent number
US08044041B2

Reaction notes

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