1-(Trimethylsilyl)prop-1-yne → HCID 66598684, compound

HRID 334737Notes

Reaction equation

HRID 334737 reaction equation
Cl[CH2:2][C:3]1[N:7]([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=2[N:4]=1.[CH3:20][Si:21]([CH3:26])([CH3:25])[C:22]#[C:23][CH3:24]>>[CH2:8]([N:7]1[C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=2[N:4]=[C:3]1[CH2:2][CH2:24][C:23]#[C:22][Si:21]([CH3:26])([CH3:25])[CH3:20])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 803631-(Trimethylsilyl)prop-1-yneHCID 45594871H-Benzimidazole, 2-(chloromethyl)-1-(2-phenylethyl)-

Product 1

HCID 66598684HCID 66598684, compoundYield 102.4%

Procedure

The title compound was prepared in accordance with the general method of Example 191(D), from of 2-(chloromethyl)-1-phenethyl-1H-benzo[d]imidazole (500 mg, 1.8 mmol) and trimethyl(prop-1-ynyl)silane (249 mg, 2.22 mmol). 1-phenethyl-2-(4-(trimethylsilyl)but-3-ynyl)-1H-benzo[d]imidazole (639 mg, Yield: 100%) was obtained as a brown oil which was used in the next step without purification.

Sources & evidence

ORD record
ord-c8dc02e8c25d4f28b9452ddfad55e70f
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Reaction notes

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