Isopropanol hydrochloride → 4-Aminomethyl-4-methoxy-1-(6-oxo-6-phenylhexyl)piperidine dihydrochloride

HRID 344275Notes

Reaction equation

HRID 344275 reaction equation
[CH3:1][O:2][C:3]1([CH2:22][NH:23]C(OC(C)(C)C)=O)[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14](=[O:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:5][CH2:4]1.[ClH:31].C(O)(C)C>>[ClH:31].[ClH:31].[NH2:23][CH2:22][C:3]1([O:2][CH3:1])[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14](=[O:21])[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 21912024Isopropanol hydrochlorideHCID 545499604-Methoxy-1-(6-oxo-6-phenylhexyl)-4-tert-butoxycarbonylaminomethylpiperidine

Product 1

HCID 700761564-Aminomethyl-4-methoxy-1-(6-oxo-6-phenylhexyl)piperidine dihydrochloride

Procedure

1H-NMR (CDCl3,ppm) δ: 1.34-1.81(19 H,m), 2.26-2.39(4 H,m), 2.51-2.59(2 H,m), 2.92-2.97(2 H,m), 3.16(3 H,s), 3.18-3.21(2 H,m), 4.69(1 H,br), 7.42-7.56(3 H,m), 7.93-7.96(2 H,m) (2) 4-Methoxy-1-(6-oxo-6-phenylhexyl)-4-tert-butoxycarbonylaminomethylpiperidine (3.35 g) and 15% hydrochloric acid-isopropyl alcohol (15 ml) were reacted and treated in the same manner as in Preparation Example 138(2) to give 2.25 g of 4-aminomethyl-4-methoxy-1-(6-oxo-6-phenylhexyl)piperidine dihydrochloride.

Sources & evidence

ORD record
ord-50c74c30c4e44f12bd2a6615122c5747
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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