Trifluoroacetic acid → HCID 178480105, compound

HRID 1847984Notes

Reaction equation

HRID 1847984 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[N:8]=[CH:9][N:10](COCC[Si](C)(C)C)[CH:11]=2)[CH:4]=[N:3]1.CN1C=C(C2N(COCC[Si](C)(C)C)C=NC=2)C=N1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:10]1[CH:11]=[C:7]([C:5]2[CH:4]=[N:3][N:2]([CH3:1])[CH:6]=2)[N:8]=[CH:9]1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 672872361-methyl-4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)-1H-pyrazoleHCID 866810131-methyl-4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)-1H-pyrazole

Product 1

HCID 178480105HCID 178480105, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1-methyl-4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)-1H-pyrazole and 1-methyl-4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-5-yl)-1H-pyrazole (170 mg, 0.7 mmol) from Step 2 of this Example were stirred in a 1:1 mixture of TFA and CH2Cl2 (5 mL) for 15 h. The mixture was then concentrated under reduced pressure to afford 4-(1H-imidazol-4-yl)-1-methyl-1H-pyrazole (248 mg) as an oil and was used in the next step without further purification. LCMS (ESI) m/z 149 (M+H)+.

Workup

  1. concentrationThe mixture was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-71da611b182d4e198d59db0cff762319
Source dataset
uspto-grants-2015_02
Patent number
US08952058B2

Reaction notes

Loading…