Propionyl chloride → HCID 57717542, 화합물

HRID 1984462노트

반응식

[NH2:1][C:2]([CH3:22])([CH3:21])[CH2:3][C:4]1[N:5]([CH2:18][CH2:19][CH3:20])[N:6]=[C:7]2[C:16]=1[C:15]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N:9]=[C:8]2[NH2:17].[C:23](Cl)(=[O:26])[CH2:24][CH3:25]>>[NH2:17][C:8]1[C:7]2=[N:6][N:5]([CH2:18][CH2:19][CH3:20])[C:4]([CH2:3][C:2]([NH:1][C:23](=[O:26])[CH2:24][CH3:25])([CH3:21])[CH3:22])=[C:16]2[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N:9]=1

참가 물질

반응물 2

HCID 62324Propionyl chloride

HCID 57717565HCID 57717565, 화합물

생성물 1

HCID 57717542HCID 57717542, 화합물수율 77.1%

실험 절차

Using the method of Example 68, 1-(2-amino-2-methylpropyl)-2-propyl-2H-pyrazolo[3,4-c]quinolin-4-amine (prepared as described in Example 64, 595 mg, 2.00 mmol) was reacted with propionyl chloride (463 mg, 5.00 mmol). The crude product was purified by IFC (silica gel eluting with a gradient of 15 to 25% CMA in chloroform) followed by recrystallization from ethyl acetate/hexanes to provide 545 mg of N-[2-(4-amino-2-propyl-2H-pyrazolo[3,4-c]quinolin-1-yl)-1,1-dimethylethyl]propionamide as a white solid, mp 158-159° C. MS (APCI) m/z 354 (M+H)+; Anal. Calcd for C20H27N5O: C, 67.96; H, 7.70; N, 19.81. Found: C, 67.80; H, 8.08; N, 19.77

후처리

customThe crude product was purified by IFC (silica gel eluting with a gradient of 15 to 25% CMA in chloroform)
customfollowed by recrystallization from ethyl acetate/hexanes

출처 및 근거

ORD 기록: ord-372aa7a893ff40ac8846edfc922b36a3
출처 데이터셋: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07544697B2

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