Isopropanol hydrochloride → 4-Aminomethyl-4-methoxy-1-(4-phenylsulfonylbutyl)piperidine dihydrochloride

HRID 344277Notes

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][S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:15])=[O:14])[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][S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:15])=[O:14])[CH2:5][CH2:4]1

Participants

Reactant 2

HCID 21912024Isopropanol hydrochloride

HCID 538344314-Methoxy-1-(4-phenylsulfonylbutyl)-4-tert-butoxycarbonylaminomethylpiperidine

Product 1

HCID 700750634-Aminomethyl-4-methoxy-1-(4-phenylsulfonylbutyl)piperidine dihydrochloride

Procedure

1H-NMR (CDCl3,ppm)δ: 1.42-1.86(17 H,m), 2.22-2.50(6 H,m), 3.09-3.19(7 H,m), 4.68(1 H,br), 7.54-7.70(3 H,m), 7.89-7.93(2 H,m) (2) 4-Methoxy-1-(4-phenylsulfonylbutyl)-4-tert-butoxycarbonylaminomethylpiperidine (2.58 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 2.2 g of 4-aminomethyl-4-methoxy-1-(4-phenylsulfonylbutyl)piperidine dihydrochloride.

Sources & evidence

ORD record: ord-e88f20213a45449e814911b9253c3b0d
Source dataset: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05864039

Reaction notes

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