Ammonia → N-[(4s)-1-Azatricyclo[3.3.1.13,7]dec-4-yl]-2,4-dichlorobenzamide

HRID 2043847Notes

Reaction equation

HRID 2043847 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.[Cl:12][C:13]1[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:14]=1[C:15](O)=[O:16].N>>[N:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([C@@H:4]3[NH:11][C:15](=[O:16])[C:14]3[CH:18]=[CH:19][C:20]([Cl:22])=[CH:21][C:13]=3[Cl:12])[CH2:2]1)[CH2:8]2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 57872,4-Dichlorobenzoic AcidHCID 156866181-Azatricyclo[3.3.1.1,3,7]decan-4-amine

Product 1

HCID 16067942N-[(4s)-1-Azatricyclo[3.3.1.13,7]dec-4-yl]-2,4-dichlorobenzamide

Procedure

Prepared from (4s)-1-azatricyclo[3.3.1.13,7]dec-4-ylamine and 2,4-dichlorobenzoic acid (Aldrich) according to method B; 1H NMR (500 MHz, methanol-d4) δ 1.91-1.99 (m, 3H), 2.04 (s, 1H), 2.21-2.33 (m, 4H), 3.44 (s, 2H), 3.55 (s, 4H), 4.41 (s, 1H), 7.41-7.49 (m, 2H), 7.54-7.59 (m, 1H); MS (APCI/NH3) m/z 325 (M+H)+.

Sources & evidence

ORD record
ord-22da48031f604cb79c0a42bb752e4c18
Source dataset
uspto-grants-2013_11
Patent number
US08586746B2

Reaction notes

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