Reaktion #53890

ord-6875583bff6945e984fb5976f86e7f0e

Reaktionsgleichung

CNC1CC1
N-methyl-N-cyclopropyl-amine
CN[C@H]1CC[C@H](CCCCCOS(C)(=O)=O)CC1
trans-Methansulfonic acid 5-(4-methyl amino-cyclohexyl)-pentyl ester
O=C(O)C(F)(F)F
trifluoroacetic acid
O=C(Cl)Oc1ccc(Cl)cc1
4-chlorophenyl chloroformate
→
CN(CCCCC[C@H]1CC[C@H](N(C)C(=O)Oc2ccc(Cl)cc2)CC1)C1CC1
trans {4-[5-(Cyclopropyl-methyl-amino)-pentyl]-cyclohexyl}-methyl-carbamic acid 4-chloro-phenyl ester

Edukte

CNC1CC1
N-methyl-N-cyclopropyl-amine
CN[C@H]1CC[C@H](CCCCCOS(C)(=O)=O)CC1
trans-Methansulfonic acid 5-(4-methyl amino-cyclohexyl)-pentyl ester
O=C(O)C(F)(F)F
trifluoroacetic acid
O=C(Cl)Oc1ccc(Cl)cc1
4-chlorophenyl chloroformate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

In analogy to examples 29.10 and 29.11, trans-Methansulfonic acid 5-(4-methyl amino-cyclohexyl)-pentyl ester.trifluoroacetic acid salt and 4-chlorophenyl chloroformate were reacted, followed by treatment with N-methyl-N-cyclopropyl-amine to give trans {4-[5-(Cyclopropyl-methyl-amino)-pentyl]-cyclohexyl}-methyl-carbamic acid 4-chloro-phenyl ester, MS: 407 (MH+, 1Cl).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06858651B2uspto-grants-2005_02