Reaktion #2167513

ord-569109b5d30d485d9dbfb859e3d7db9e

Reaktionsgleichung

C[C@H]1CN(Cc2cccc(-c3cc(CN)ccc3F)c2)CCN1C(=O)OC(C)(C)C
1,1-dimethylethyl (2S)-4-{[5′-(aminomethyl)-2′-fluoro-3-biphenylyl]methyl}-2-methyl-1-piperazinecarboxylate
CC(C)(C)OC(=O)N1CCC(c2cccc(C(=O)O)c2)CC1
3-(1-{[(1,1-dimethylethyl)oxy]carbonyl}-4-piperidinyl)benzoic acid
→
C[C@H]1CN(Cc2cccc(-c3cc(CNC(=O)c4cccc(C5CCNCC5)c4)ccc3F)c2)CCN1
title compound
Ausbeute 18.0%
C[C@H]1CN(Cc2cccc(-c3cc(CNC(=O)c4cccc(C5CCNCC5)c4)ccc3F)c2)CCN1
N-[(6-fluoro-3′-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-(4-piperidinyl)benzamide
Ausbeute 18.0%

Edukte

C[C@H]1CN(Cc2cccc(-c3cc(CN)ccc3F)c2)CCN1C(=O)OC(C)(C)C
1,1-dimethylethyl (2S)-4-{[5′-(aminomethyl)-2′-fluoro-3-biphenylyl]methyl}-2-methyl-1-piperazinecarboxylate
CC(C)(C)OC(=O)N1CCC(c2cccc(C(=O)O)c2)CC1
3-(1-{[(1,1-dimethylethyl)oxy]carbonyl}-4-piperidinyl)benzoic acid

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Following the standard procedure outlined in Example 57, 1,1-dimethylethyl (2S)-4-{[5′-(aminomethyl)-2′-fluoro-3-biphenylyl]methyl}-2-methyl-1-piperazinecarboxylate, 50 mg, 0.121 mmol) was reacted with the commercially available 3-(1-{[(1,1-dimethylethyl)oxy]carbonyl}-4-piperidinyl)benzoic acid (37 mg, 0.121 mmol) to give the title compound (11 mg, 18%). LC/MS: m/z, 501 (M+H), 1.27 min.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07932247B2uspto-grants-2011_04