Acetyl chloride → HCID 58516005, compound

HRID 717839Notes

Reaction equation

HRID 717839 reaction equation
Cl.[Cl:2][C:3]1[C:4]2[N:5]([CH:18]=[N:19][CH:20]=2)[C:6]([N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[C:7]([C:9](=[O:11])[CH3:10])[CH:8]=1.C(N(CC)C(C)C)(C)C.[C:30](Cl)(=[O:32])[CH3:31]>C(Cl)Cl>[C:30]([N:15]1[CH2:16][CH2:17][N:12]([C:6]2[N:5]3[CH:18]=[N:19][CH:20]=[C:4]3[C:3]([Cl:2])=[CH:8][C:7]=2[C:9](=[O:11])[CH3:10])[CH2:13][CH2:14]1)(=[O:32])[CH3:31]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 66992779HCID 66992779, compound

Product 1

HCID 58516005HCID 58516005, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(8-Chloro-5-piperazin-1-ylimidazo[1,5-a]pyridin-6-yl)ethanone hydrochloride was dissolved in methylene chloride (1.0 mL) and N,N-diisopropylethylamine (45 μL, 0.26 mmol) was added. To the reaction mixture, acetyl chloride (5.5 μL, 0.077 mmol) was added and the mixture was stirred for 5 minutes. Evaporation and purification by preparative LCMS (pH 10) gave the desired compound (13 mg, 77%). LCMS calculated for C15H18ClN4O2 (M+H)+: m/z=321.1. found: 320.9.

Workup

  1. customEvaporation and purification by preparative LCMS (pH 10)

Sources & evidence

ORD record
ord-1db6dd6303294b729a14626ae04113dc
Source dataset
uspto-grants-2015_11
Patent number
US09193721B2

Reaction notes

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