Propargyl bromide → HCID 22644688, compound

HRID 1976406Notes

Reaction equation

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

Participants

Reactant 2

HCID 7842Propargyl bromide

HCID 54394859HCID 54394859, compound

Product 1

HCID 22644688HCID 22644688, compoundYield 99.9%

Procedure

According to the procedure of Example 5, 0.800 g (2.36 mmol) of 2-(4-but-2-ynyloxy-benzenesulfonylamino)-3-methyl-butyric acid methyl ester and 0.53 g (4.72 mmol) of 80% propargyl bromide gave 0.89 g of methyl 2-[{[4-(2-butynyloxy)phenyl]sulfonyl}(2-propynyl)amino]-3-methylbutanoate as a colorless oil. Electrospray Mass Spec 378.2 (M+H)+

Sources & evidence

ORD record: ord-61466a7cf7ad483baf321ff6efde2d30
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06225311B1

Reaction notes

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