Ammonia → HCID 67152133, compound

HRID 2043862Notes

Reaction equation

HRID 2043862 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.[O:13]1[C:18]2[CH:19]=[CH:20][C:21]([C:23](O)=[O:24])=[CH:22][C:17]=2[O:16][CH2:15][CH2:14]1.N>>[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:18]4[O:13][CH2:14][CH2:15][O:16][C:17]=4[CH:22]=3)=[O:24])[CH2:3]1)[CH2:9]2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 27588331,4-Benzodioxane-6-carboxylic AcidHCID 671521221-Azatricyclo[3.3.1.1,3,7]decan-4-amine hydrochloride

Product 1

HCID 67152133HCID 67152133, compound

Procedure

Prepared from (4r)-1-azatricyclo[3.3.1.13,7]dec-4-ylamine hydrochloride and 1,4-benzodioxan-6-carboxylic acid (Maybridge) according to methods A and C; yield 49 mg, 0.13 mmol (42%): 1H NMR (300 MHz, methanol-d4) δ 2.08-2.29 (m, 5H), 2.49 (s, 2 H), 3.50 (d, J=13 Hz, 2H), 3.56 (s, 2H), 3.85 (d, J=13 Hz, 2H), 4.28 (s, 1H), 7.38-7.50 (m, 2H), 7.87-7.96 (m, 2H), 8.14 (d, J=1 Hz, 1H); MS (DCI/NH3) m/z 315 (M+H)+; Anal. C18H22N2O3.HCl.0.25NH4OH: C, H, N.

Sources & evidence

ORD record
ord-9aa338f297da4c8e99c60bc2265ff5af
Source dataset
uspto-grants-2013_11
Patent number
US08586746B2

Reaction notes

Loading…