Propargyl bromide → (2S)-2-[methyl(prop-2-yn-1-yl)amino]-3-phenylpropan-1-ol

HRID 1625538Notes

Reaction equation

[CH3:1][NH:2][C@@H:3]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:4][OH:5].[CH2:13](Br)[C:14]#[CH:15]>>[CH3:1][N:2]([CH2:15][C:14]#[CH:13])[C@@H:3]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:4][OH:5]

Participants

Reactant 2

HCID 7842Propargyl bromide

HCID 10888274(S)-2-(Methylamino)-3-phenylpropan-1-ol

Product 1

HCID 57789236(2S)-2-[methyl(prop-2-yn-1-yl)amino]-3-phenylpropan-1-ol

Procedure

Compound 1c is synthesized according to general procedure H from starting material 1b using 2.5 mmol of propargyl bromide (298 mg). The desired compound is obtained in 60% yield (243 mg, 1.2 mmol).

Workup

customCompound 1c is synthesized

Sources & evidence

ORD record: ord-c6da1d0bcdef40bcbdbe84cb6a3e0850
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08784775B2

Reaction notes

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