1-(Trimethylsilyl)prop-1-yne → 1-isopropyl-2-(4-(trimethylsilyl)but-3-ynyl)-1H-benzo[d]imidazole

HRID 334733Notes

Reaction equation

HRID 334733 reaction equation
Cl[CH2:2][C:3]1[N:7]([CH:8]([CH3:10])[CH3:9])[C:6]2[CH:11]=[CH:12][CH:13]=[CH:14][C:5]=2[N:4]=1.[CH3:15][Si:16]([CH3:21])([CH3:20])[C:17]#[C:18][CH3:19]>>[CH:8]([N:7]1[C:6]2[CH:11]=[CH:12][CH:13]=[CH:14][C:5]=2[N:4]=[C:3]1[CH2:2][CH2:19][C:18]#[C:17][Si:16]([CH3:21])([CH3:20])[CH3:15])([CH3:10])[CH3:9]

Participants

3

Reactant 2

HCID 803631-(Trimethylsilyl)prop-1-yneHCID 212484181-Isopropyl-2-chloromethylbenzimidazole

Product 1

HCID 665980501-isopropyl-2-(4-(trimethylsilyl)but-3-ynyl)-1H-benzo[d]imidazoleYield 100%

Procedure

The title compound was prepared in accordance with the general method of Example 191(D), from of 2-(chloromethyl)-1-isopropyl-1H-benzo[d]imidazole (500 mg, 2.4 mmol) and trimethyl(prop-1-ynyl)silane (323 mg, 2.88 mmol). 1-isopropyl-2-(4-(trimethylsilyl)but-3-ynyl)-1H-benzo[d]imidazole (680 mg, Yield: 100%) was obtained as a brown oil which was used in the next step without any purification.

Sources & evidence

ORD record
ord-1811c98ac0e0461db65974c4d1e828f5
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Reaction notes

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