Acetyl chloride → HCID 59410686, compound

HRID 912507Notes

Reaction equation

HRID 912507 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[CH:5]1([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]3[N:24]=[C:23]([C:25]#[N:26])[C:22]4[N:27]=[CH:28][NH:29][C:21]=4[CH:20]=3)=[CH:15][C:14]=2[C:30]([F:33])([F:32])[F:31])[CH2:7][CH2:6]1.[CH:34](N(C(C)C)CC)(C)C>C1COCC1>[C:1]([N:8]([CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[N:24]=[C:23]([C:25]#[N:26])[C:22]3[N:27]=[CH:28][N:29]([CH3:34])[C:21]=3[CH:20]=2)=[CH:15][C:14]=1[C:30]([F:32])([F:31])[F:33])[CH:5]1[CH2:7][CH2:6]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 67145434HCID 67145434, compound

Product 1

HCID 59410686HCID 59410686, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Acetyl chloride (0.010 ml) was added dropwise to a solution of 6-(4-(3-(cyclopropylamino)propoxy)-3-(trifluoromethyl)phenyl)-1H-imidazo[4,5-c]pyridine-4-carbonitrile (20 mg) and diisopropylethylamine (0.042 ml) in THF (2 ml). The reaction mixture was stirred at room temperature for 1 hour. The product was then purified by acidic prep HPLC to give 6-{4-[3-(N-acetyl-N-cyclopropylamino)propoxy]-3-(trifluoromethyl)-phenyl}-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile.

Workup

  1. customThe product was then purified by acidic prep HPLC

Sources & evidence

ORD record
ord-bc68d27470cc41ccb4a3b5778a565d56
Source dataset
uspto-grants-2011_09
Patent number
US08026236B2

Reaction notes

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