Propargyl bromide → HCID 86748045, compound

HRID 1741661Notes

Reaction equation

[C:1]([NH:4][O:5][CH:6]([CH3:29])[C:7]1[CH:12]=[CH:11][C:10]([S:13][C:14]2[CH:19]=[C:18]([F:20])[CH:17]=[C:16]([C:21]3([O:27][CH3:28])[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[CH:15]=2)=[CH:9][CH:8]=1)(=[O:3])[CH3:2].[CH2:30](Br)[C:31]#[CH:32]>>[CH2:32]([N:4]([C:1](=[O:3])[CH3:2])[O:5][CH:6]([CH3:29])[C:7]1[CH:12]=[CH:11][C:10]([S:13][C:14]2[CH:19]=[C:18]([F:20])[CH:17]=[C:16]([C:21]3([O:27][CH3:28])[CH2:22][CH2:23][O:24][CH2:25][CH2:26]3)[CH:15]=2)=[CH:9][CH:8]=1)[C:31]#[CH:30]

Participants

Reactant 2

HCID 7842Propargyl bromide

HCID 19010615HCID 19010615, compound

Product 1

HCID 86748045HCID 86748045, compoundYield 80%

Procedure

Using an analogous procedure to that described in Example 7 except that the reaction mixture was stirred at ambient temperature for 2 hours, 4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-α-methylbenzyl acetohydroxamate was reacted with 2-propynyl bromide to give 4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-α-methylbenzyl N-(2-propynyl)acetohydroxamate as a gum (80%).

Sources & evidence

ORD record: ord-c6082e58d32a48118cec803a74ac19dc
Source dataset: uspto-grants-1994_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05334614

Reaction notes

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