Ammonia → HCID 67152133, compound

HRID 2043863Notes

Reaction equation

HRID 2043863 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 (4s)-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, 0.14 mmol (43%): 1H NMR (300 MHz, methanol-d4) δ 1.94 (d, J=13 Hz, 2H), 2.18 (s, 2 H), 2.30 (d, J=14 Hz, 2H), 2.44 (s, 2H), 3.55 (s, 1H), 3.65 (d, J=2 Hz, 4H), 4.24-4.32 (m, 4H), 4.35 (s, 1H), 6.90 (ddd, J=9, 1 Hz, 1H), 7.33-7.39 (m, 2H); MS (DCI/NH3) m/z 315 (M+H)+; Anal. C18H22N2O3.HCl.0.25H2O: C, H, N.

Sources & evidence

ORD record
ord-ea0e9963b0f042998409a7f72d70249e
Source dataset
uspto-grants-2013_11
Patent number
US08586746B2

Reaction notes

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