Methanesulfonyl chloride → HCID 86585594, compound

HRID 1633688Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]#[C:18][CH2:19][CH2:20][CH2:21][OH:22])=[CH:14][CH:15]=2)[C:10]([CH3:23])=[CH:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:24][S:25](Cl)(=[O:27])=[O:26]>>[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([C:17]#[C:18][CH2:19][CH2:20][CH2:21][O:22][S:25]([CH3:24])(=[O:27])=[O:26])=[CH:14][CH:15]=2)[C:10]([CH3:23])=[CH:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 69548656HCID 69548656, compound

Product 1

HCID 86585594HCID 86585594, compound

Procedure

In analogy to example 5.4, 5-(5-Hydroxy-pent-1-ynyl)-3-methyl-indole-1-carboxylic acid tert-butyl ester and methanesulfonyl chloride were converted to yield 5-(5-Methanesulfonyloxy-pent-1-ynyl)-3-methyl-indole-1-carboxylic acid tert-butyl ester as yellow viscous oil, MS: 392 (MH+).

Sources & evidence

ORD record: ord-54084d084cd54cc289f9581f96891652
Source dataset: uspto-grants-2003_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06503907B2

Reaction notes

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