Methanesulfonyl chloride → HCID 67189911, compound

HRID 1254303Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][CH2:4][C@:5]([C@@H:14]1[CH2:19][CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15]1)([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[CH:8]=1)[OH:6].[CH3:27][S:28](Cl)(=[O:30])=[O:29]>>[Cl:13][C:9]1[CH:8]=[C:7]([C@@:5]([OH:6])([C@@H:14]2[CH2:19][CH2:18][CH2:17][NH:16][CH2:15]2)[CH2:4][CH2:3][CH2:2][NH:1][S:28]([CH3:27])(=[O:30])=[O:29])[CH:12]=[CH:11][CH:10]=1

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 59382869HCID 59382869, compound

Product 1

HCID 67189911HCID 67189911, compound

Procedure

N-((S)-4-(3-chlorophenyl)-4-hydroxy-4-((R)-piperidin-3-yl)butyl)methanesulfonamide was prepared by reaction of (R)-tert-butyl 3-((S)-4-amino-1-(3-chlorophenyl)-1-hydroxybutyl)piperidine-1-carboxylate with methanesulfonyl chloride followed by Boc removal using the conditions described in Example 83 Step 2.

Workup

customfollowed by Boc removal

Sources & evidence

ORD record: ord-5a9e331a353546f2810c72eb683af0a2
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08455521B2

Reaction notes

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