Methanesulfonyl chloride → HCID 178483660, compound

HRID 967160Notes

Reaction equation

[C:1]([O:5][C:6](=[O:19])[N:7]([CH2:9][CH2:10][C@H:11]1[CH2:16][CH2:15][C@H:14]([CH2:17][OH:18])[CH2:13][CH2:12]1)[CH3:8])([CH3:4])([CH3:3])[CH3:2].[CH3:20][S:21](Cl)(=[O:23])=[O:22]>>[C:1]([O:5][C:6]([N:7]([CH3:8])[CH2:9][CH2:10][C@H:11]1[CH2:12][CH2:13][C@H:14]([CH2:17][O:18][S:21]([CH3:20])(=[O:23])=[O:22])[CH2:15][CH2:16]1)=[O:19])([CH3:3])([CH3:2])[CH3:4]

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 178483648HCID 178483648, compound

Product 1

HCID 178483660HCID 178483660, compound

Procedure

In analogy to the procedures described in examples 11.13 and 11.14, trans-[2-(4-hydroxymethyl-cyclohexyl)-ethyl]-methyl-carbamic acid tert-butyl ester (example 11.8) was reacted with methanesulfonyl chloride to give trans-methanesulfonic acid 4-[2-(tert-butoxycarbonyl-methyl-amino)-ethyl]-cyclohexylmethyl ester, which was subsequently treated with 4N hydrogen chloride in dioxan to yield trans-methanesulfonic acid 4-(2-methylamino-ethyl)-cyclohexylmethyl ester HCl salt as colorless solid, MS: 250 (MH+).

Sources & evidence

ORD record: ord-35e529bd83a7461aa94d7e9bbd1cd39c
Source dataset: uspto-grants-2005_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06953806B2

Reaction notes

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