Acetonitrile → Imidazole

HRID 1777262Notes

Reaction equation

HRID 1777262 reaction equation
NC1C=CC=C2[C:3]=1[C:4](=O)[N:5]([CH:13]1[CH2:18]C[C:16](=O)[NH:15][C:14]1=O)[C:6]([CH3:12])=N2.[C:22](Cl)(=O)C.CCN(CC)CC.C(#N)C>O1CCCC1>[CH3:12][CH2:6][N:5]([CH:4]([CH3:3])[CH3:22])[CH:13]([CH3:14])[CH3:18].[NH:5]1[CH:13]=[CH:14][N:15]=[CH:16]1

Participants

7

Reactant 4

HCID 6342AcetonitrileHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 24967599Avadomide

Product 2

HCID 795ImidazoleHCID 81531Diisopropylethylamine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reaction of compound 1 with acetyl chloride and base, such as Et3N, Hunig's Base, or imidazole in either acetonitrile or tetrahydrofuran at either room temperature or 45° C. provided compound 1a.

Sources & evidence

ORD record
ord-3f6d84682580479a82a1e623b30b80cc
Source dataset
uspto-grants-2016_02
Patent number
US09266858B2

Reaction notes

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