Potassium Carbonate → HCID 88874328, compound

HRID 2284729Notes

Reaction equation

HRID 2284729 reaction equation
C[Si]([C:5]#[C:6][C:7]1[CH:8]=[CH:9][C:10]2[N:14]=[C:13]([CH2:15][NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[NH:12][C:11]=2[CH:24]=1)(C)C.C(=O)([O-])[O-].[K+].[K+]>CO>[C:6]([C:7]1[CH:8]=[CH:9][C:10]2[N:14]=[C:13]([CH2:15][NH:16][C:17](=[O:23])[O:18][C:19]([CH3:20])([CH3:21])[CH3:22])[NH:12][C:11]=2[CH:24]=1)#[CH:5]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 90052275HCID 90052275, compound

Product 1

HCID 88874328HCID 88874328, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To tert-butyl ((6-((trimethylsilyl)ethynyl)-1H-benzo[d]imidazol-2-yl)methyl)carbamate (G5, 82 mg) and potassium carbonate (99 mg), methanol (1 mL) was added at room temperature, and the mixture was stirred at the same temperature for 1 hour. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (eluent, 80 to 30% hexane in ethyl acetate) to obtain tert-butyl ((6-ethynyl-1H-benzo[d]imidazol-2-yl)methyl)carbamate (G6, 62 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe obtained residue was purified by silica gel column chromatography (eluent, 80 to 30% hexane in ethyl acetate)

Sources & evidence

ORD record
ord-a7ca4ebf2ec2445cb5a40bdcf20e1455
Source dataset
uspto-grants-2015_09
Patent number
US09145415B2

Reaction notes

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