Chlorotrimethylsilane → HCID 58513592, compound

HRID 241639Notes

Reaction equation

HRID 241639 reaction equation
[CH:1]1([CH2:4][N:5]2[C:9]3[CH:10]=[CH:11][C:12]([S:14]([CH2:17][CH:18]4[CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19]4)(=[O:16])=[O:15])=[CH:13][C:8]=3[N:7]=[C:6]2[CH2:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH2:3][CH2:2]1.Cl[Si](C)(C)C>CO>[NH:20]1[CH2:19][CH:18]([CH2:17][S:14]([C:12]2[CH:11]=[CH:10][C:9]3[N:5]([CH2:4][CH:1]4[CH2:2][CH2:3]4)[C:6]([CH2:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[N:7][C:8]=3[CH:13]=2)(=[O:16])=[O:15])[CH2:21]1

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 58513610HCID 58513610, compound

Product 1

HCID 58513592HCID 58513592, compoundYield 107.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl 3-((1-(cyclopropylmethyl)-2-neopentyl-1H-benzo[d]imidazol-5-ylsulfonyl)methyl)azetidine-1-carboxylate (STEP E, 1.48 g, 3.11 mmol) in methanol (10 mL) was added chlorotrimethylsilane (1.35 g, 12.4 mmol). The resulting mixture was refluxed for 1 h. The reaction mixture was concentrated to give the title compound (1.26 g) as an amorphous.

Workup

  1. temperatureThe resulting mixture was refluxed for 1 h
  2. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-48dcd5de26334941a1f3e08ee3a9a3e2
Source dataset
uspto-grants-2014_02
Patent number
US08653063B2

Reaction notes

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