Ammonia → HCID 67152161, compound

HRID 2043842Notes

Reaction equation

HRID 2043842 reaction equation
Cl.[N:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([C@@H:5]3[NH2:12])[CH2:3]1)[CH2:9]2.[Cl:13][C:14]1[CH:15]=[C:16]([CH:20]=[CH:21][C:22]=1[Cl:23])[C:17](O)=[O:18].N>>[ClH:13].[N:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([C@@H:5]3[NH:12][C:17](=[O:18])[C:16]3[CH:20]=[CH:21][C:22]([Cl:23])=[C:14]([Cl:13])[CH:15]=3)[CH2:3]1)[CH2:9]2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 58173,4-Dichlorobenzoic acidHCID 671521221-Azatricyclo[3.3.1.1,3,7]decan-4-amine hydrochloride

Product 1

HCID 67152161HCID 67152161, compound

Procedure

Prepared from (4s)-1-azatricyclo[3.3.1.13,7]dec-4-ylamine hydrochloride and 3,4-dichlorobenzoic acid (Aldrich) according to methods A and C; yield 49 mg, 0.15 mmol (69%): 1H NMR (300 MHz, methanol-d4) δ 1.96 (d, J=14 Hz, 2H), 2.20 (s, 1H), 2.32 (d, J=14 Hz, 2H), 2.46 (s, 2H), 3.57 (s, 2H), 3.67 (s, 4H), 4.39 (s, 1H), 7.65 (d, J=8 Hz, 1H), 7.77 (dd, J=8, 2 Hz, 1H), 8.02 (d, J=2 Hz, 1H); MS (DCI/NH3) m/z 325 (M+H)+; Anal. C16H18Cl2N2O.HCl: C, H, N.

Sources & evidence

ORD record
ord-f790624cb74b4fe3af8b26b1e3b61bed
Source dataset
uspto-grants-2013_11
Patent number
US08586746B2

Reaction notes

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