Acetyl chloride → HCID 67261117、化合物

反応式

[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]

参加物

反応物 4

HCID 6367Acetyl chloride

HCID 8028Tetrahydrofuran

HCID 8471Triethylamine

HCID 67260840HCID 67260840、化合物

生成物 1

HCID 67261117HCID 67261117、化合物収率 27%

実験手順

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).

後処理

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

出典と根拠

ORDレコード: ord-be5ebbd521524d8ca0ccf50e0af22f4b
出典データセット: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08685974B2

反応ノート

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