Hydrochloric Acid → HCID 58046729, compound

HRID 1751031Notes

Reaction equation

HRID 1751031 reaction equation
[N:1]1([CH2:10][CH2:11][CH2:12][N:13]2[CH2:43][CH2:42][C:16]3([N:20]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH2:19][N:18]([CH2:27][C:28]4[CH:29]=[C:30]([CH:38]=[CH:39][CH:40]=4)[C:31]([O:33]C(C)(C)C)=[O:32])[C:17]3=[O:41])[CH2:15][CH2:14]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[N:2]1.Cl>O1CCOCC1>[N:1]1([CH2:10][CH2:11][CH2:12][N:13]2[CH2:43][CH2:42][C:16]3([N:20]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH2:19][N:18]([CH2:27][C:28]4[CH:29]=[C:30]([CH:38]=[CH:39][CH:40]=4)[C:31]([OH:33])=[O:32])[C:17]3=[O:41])[CH2:15][CH2:14]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[N:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58046615HCID 58046615, compound

Product 1

HCID 58046729HCID 58046729, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To tert-butyl 3-((8-(3-(1H-indazol-1-yl)propyl)-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate (0.16 g, 0.27 mmol) was added 4M solution of HCl in dioxane (2.5 mL). After stirring at room temperature for 3 hours, the reaction mixture was concentrated in vacuo and lyophilized in acetonitrile/water (1:1) to obtain the title compound as a hydrochloride salt (0.12 g, 79%); 1H NMR (DMSO-d6): δ 1.97 (d, 2H, J=14.4 Hz), 2.32-2.36 (m, 2H), 2.92-2.98 (m, 2H), 3.19 (br, 2H), 3.45-3.70 (m, 4H), 4.54 (t, 2H, J=6.8 Hz), 4.63 (s, 4H), 6.79 (t, 1H, J=7.6 Hz), 7.02 (d, 2H, J=8.4 Hz), 7.14-7.22 (m, 3H), 7.42 (t, 1H, J=6.8 Hz), 7.48-7.57 (m, 2H), 7.73-7.79 (m, 2H), 7.87-7.88 (m, 2H), 8.11 (s, 1H), 10.65 (br, 1H), 13.03 (br, 1H); MS for C31H33N5O3 m/z 524.06 (M+H)+.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-22b5a0891e0f4861b818f5f46832bba2
Source dataset
uspto-grants-2015_10
Patent number
US09156840B2

Reaction notes

Loading…