Ammonia → N-[(4s)-1-Azatricyclo[3.3.1.13,7]dec-4-yl]-3-methoxybenzamide

HRID 599236

Reaction equation

HRID 599236 reaction equation
[N:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([C@@H:4]3[NH2:11])[CH2:2]1)[CH2:8]2.[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:20]=[CH:21][CH:22]=1)[C:17](O)=[O:18].N>>[N:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([C@@H:4]3[NH:11][C:17](=[O:18])[C:16]3[CH:20]=[CH:21][CH:22]=[C:14]([O:13][CH3:12])[CH:15]=3)[CH2:2]1)[CH2:8]2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 114613-Methoxybenzoic AcidHCID 156866181-Azatricyclo[3.3.1.1,3,7]decan-4-amine

Product 1

HCID 16068050N-[(4s)-1-Azatricyclo[3.3.1.13,7]dec-4-yl]-3-methoxybenzamide

Procedure

Prepared from (4s)-1-azatricyclo[3.3.1.13,7]dec-4-ylamine and 3-methoxybenzoic acid (Aldrich) according to method B; 1H NMR (500 MHz, methanol-d4) δ 2.30 (d, J=14 Hz, 6H), 2.40 (s, 2H), 3.49 (s, 2H), 3.60 (s, 3H), 3.79-3.89 (m, 4H), 4.38 (s, 1H), 7.13 (d, J=3 Hz, 1H), 7.33-7.44 (m, 3H); MS (APCI/NH3) m/z 287 (M+H)+.

Sources & evidence

ORD record
ord-769afbe1c3a143f2b991fa0d71bda7e7
Source dataset
uspto-grants-2011_03
Patent number
US07897766B2

Linked notes

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