Acetyl chloride → HCID 67261117, 화합물

HRID 2359045노트

반응식

[Cl:1][C:2]1[S:6][C:5]([C:7]2[C:11]([C:12]3[CH:17]=[CH:16][N:15]=[C:14]([NH2:18])[N:13]=3)=[CH:10][N:9]([CH:19]([CH3:21])[CH3:20])[N:8]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:29](Cl)(=[O:31])[CH3:30].C1C[O:36][CH2:35][CH2:34]1>>[C:29]([N:18]([C:14]1[N:13]=[C:12]([C:11]2[C:7]([C:5]3[S:6][C:2]([Cl:1])=[CH:3][CH:4]=3)=[N:8][N:9]([CH:19]([CH3:21])[CH3:20])[CH:10]=2)[CH:17]=[CH:16][N:15]=1)[C:35](=[O:36])[CH3:34])(=[O:31])[CH3:30]

참가 물질

반응물 4

HCID 6367Acetyl chloride

HCID 8028Tetrahydrofuran

HCID 8471Triethylamine

HCID 67260840HCID 67260840, 화합물

생성물 1

HCID 67261117HCID 67261117, 화합물수율 27%

실험 절차

To a solution of 4-[3-(5-chloro-2-thienyl)-1-isopropyl-1H-pyrazol-4-yl]pyrimidin-2-amine (1 eq, 1.9 mmol) and triethylamine (4 eq, 7.5 mmol) in 10 mL THF was added acetyl chloride (2 eq, 3.8 mmol). The mixture was then stirred at room temperature overnight and the solvent was evaporated. The residue was purified by chromatography on silica gel (heptane:ethyl acetate) to afford 220 mg of N-acetyl-N-{4-[3-(5-chloro-2-thienyl)-1-isopropyl-1H-pyrazol-4-yl]pyrimidin-2-yl}acetamide (27% yield).

후처리

customthe solvent was evaporated
customThe residue was purified by chromatography on silica gel (heptane:ethyl acetate)

출처 및 근거

ORD 기록: ord-be5ebbd521524d8ca0ccf50e0af22f4b
출처 데이터셋: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08685974B2

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