Tert-butyl 4-(2-(2-hydroxyethoxy)ethyl)-3-((2,2,2-trifluoroacetamido)methyl)piperazine-1-carboxylate → 2,2,2-Trifluoro-N-((1-(2-(2-hydroxyethoxy)ethyl)piperazin-2-yl)methyl)acetamide

HRID 625172Notes

Reaction equation

HRID 625172 reaction equation
[OH:1][CH2:2][CH2:3][O:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH:8]1[CH2:20][NH:21][C:22](=[O:27])[C:23]([F:26])([F:25])[F:24]>Cl>[F:25][C:23]([F:24])([F:26])[C:22]([NH:21][CH2:20][CH:8]1[CH2:9][NH:10][CH2:11][CH2:12][N:7]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2][OH:1])=[O:27]

Participants

3

Reactant 1

HCID 86711151Tert-butyl 4-(2-(2-hydroxyethoxy)ethyl)-3-((2,2,2-trifluoroacetamido)methyl)piperazine-1-carboxylate

Product 1

HCID 867111502,2,2-Trifluoro-N-((1-(2-(2-hydroxyethoxy)ethyl)piperazin-2-yl)methyl)acetamide

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of tert-butyl 4-(2-(2-hydroxyethoxy)ethyl)-3-((2,2,2-trifluoroacetamido)methyl)piperazine-1-carboxylate, prepared as described in the previous step, (8.6 g, crude) in methanolic hydrogen chloride (20 mL) was stirred at room temperature for 1 hour, followed by concentration to provide the title compound which was used without further purification. ESI-MS (M+1): 300 calc. for C11H20F3N3O3 299.

Workup

  1. concentrationfollowed by concentration

Sources & evidence

ORD record
ord-f3f5ddbfbd5047d5937bfb595a74bdc7
Source dataset
uspto-grants-2016_04
Patent number
US09304126B2

Reaction notes

Loading…