Ammonia → HCID 178432226, compound

HRID 599205Notes

Reaction equation

HRID 599205 reaction equation
[ClH:1].[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.[CH3:13][C:14]1[NH:18][C:17]2[CH:19]=[CH:20][C:21]([C:23](O)=[O:24])=[CH:22][C:16]=2[N:15]=1.N>>[ClH:1].[ClH:1].[N:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([C@H:5]3[NH:12][C:23]([C:21]3[CH:20]=[CH:19][C:17]4[NH:18][C:14]([CH3:13])=[N:15][C:16]=4[CH:22]=3)=[O:24])[CH2:3]1)[CH2:9]2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 11326092-methyl-1H-benzimidazole-5-carboxylic acidHCID 671521221-Azatricyclo[3.3.1.1,3,7]decan-4-amine hydrochloride

Product 1

HCID 178432226HCID 178432226, compound

Procedure

Prepared from (4r)-1-azatricyclo[3.3.1.13,7]dec-4-ylamine hydrochloride and 2-methyl-1H-benzimidazole-5-carboxylic acid (Acros) according to methods A and C; yield 83 mg, 0.21 mmol (58%): 1H NMR (300 MHz, methanol-d4) δ 2.02-2.31 (m, 5H), 2.50 (s, 2H), 2.89 (s, 3H), 3.50 (d, J=13 Hz, 2H), 3.57 (s, 2H), 3.92 (d, J=13 Hz, 2H), 4.32 (s, 1H), 7.82 (d, J=9 Hz, 1H), 8.11 (dd, J=9, 2 Hz, 1H), 8.33 (s, 1H), 8.57 (d, J=5 Hz, 1H); MS (DCI/NH3) m/z 311 (M+H)+; Anal. C18H22N4O2HCl1.0H2O: C, H, N.

Sources & evidence

ORD record
ord-ec381b9e0b45454c8d0558c08696e3bf
Source dataset
uspto-grants-2011_03
Patent number
US07897766B2

Reaction notes

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