Methanesulfonyl chloride → HCID 57025369, compound

HRID 1531520Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C@H:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][OH:24])=[CH:16][CH:15]=2)[C@@H:10]([O:25][CH2:26][C:27]2[CH:36]=[C:35]3[C:30]([CH:31]=[CH:32][CH:33]=[N:34]3)=[CH:29][CH:28]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:37][S:38](Cl)(=[O:40])=[O:39]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C@H:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][O:24][S:38]([CH3:37])(=[O:40])=[O:39])=[CH:16][CH:15]=2)[C@@H:10]([O:25][CH2:26][C:27]2[CH:36]=[C:35]3[C:30]([CH:31]=[CH:32][CH:33]=[N:34]3)=[CH:29][CH:28]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 57265518HCID 57265518, compound

Product 1

HCID 57025369HCID 57025369, compound

Procedure

In analogy to the procedure described in example 8(b), the (3R,4R)-4-[4-(3-hydroxy -propoxy)-phenyl]-3-(quinolin-7-ylmethoxy)-piperidine-1-carboxylic acid tert-butyl ester was reacted with methanesulfonyl chloride to yield the (3R,4R)-4-[4-(3-methanesulfonyloxy-propoxy)-phenyl]-3-(quinolin-7-ylmethoxy)-piperidine-1-carboxylic acid tert-butyl ester as a colorless solid; MS: 571 (M+H)+.

Sources & evidence

ORD record: ord-60c828bdd3c343c1a82e43201b5254e0
Source dataset: uspto-grants-2001_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06197959B1

Reaction notes

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