Reaktion #357778

ord-edc0c20438b341b188c4a0a9e8452459

Reaktionsgleichung

CC(C)(C)OC(=O)NC1CC[C@](C(=O)N2CCN(c3cc(C(F)(F)F)ccn3)CC2)(C(C)(C)O)C1
tert-Butyl [(3R)-3-(1-hydroxy-1-methylethyl)-3-(4-[4-(trifluoromethyl)pyridin-2-yl]piperazin-1-ylcarbonyl)cyclopentyl]carbamate
Cl
hydrogen chloride
→
CC(C)(O)[C@@]1(C(=O)N2CCN(c3cc(C(F)(F)F)ccn3)CC2)CC[C@H](N)C1.Cl.Cl
desired product
Ausbeute 98.7%
CC(C)(O)[C@@]1(C(=O)N2CCN(c3cc(C(F)(F)F)ccn3)CC2)CC[C@H](N)C1.Cl.Cl
2-[(1R,3S)-3-Amino-1-(4-[4-(trifluoromethyl)pyridin-2-yl]piperazin-1-ylcarbonyl)cyclopentyl]propan-2-ol dihydrochloride
Ausbeute 98.7%

Edukte

—
solution
CC(C)(C)OC(=O)NC1CC[C@](C(=O)N2CCN(c3cc(C(F)(F)F)ccn3)CC2)(C(C)(C)O)C1
tert-Butyl [(3R)-3-(1-hydroxy-1-methylethyl)-3-(4-[4-(trifluoromethyl)pyridin-2-yl]piperazin-1-ylcarbonyl)cyclopentyl]carbamate
Cl
hydrogen chloride

Reagenzien

Keine

Lösungsmittel

CCOCC
ether
C1CCOC1
tetrahydrofuran

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Einengenthe reaction solution was concentrated

Vorschrift

tert-Butyl [(3R)-3-(1-hydroxy-1-methylethyl)-3-(4-[4-(trifluoromethyl)pyridin-2-yl]piperazin-1-ylcarbonyl)cyclopentyl]carbamate (75 mg, 0.15 mmol) was mixed with a 2.00 M solution of hydrogen chloride in ether (2 mL) and tetrahydrofuran (1 mL). After being stirred for 1 h at room temperature, the reaction solution was concentrated to provide the desired product (70 mg, 98.7%). LCMS calculated for C17H28F3N4O2: (M+H) 473.2; found 473.2.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07449467B2uspto-grants-2008_11