Propionyl chloride → HCID 57717530, 화합물

HRID 1360539노트

반응식

[NH2:1][C:2]([CH3:23])([CH3:22])[CH2:3][C:4]1[N:5]([CH2:18][CH2:19][O:20][CH3:21])[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:24](Cl)(=[O:27])[CH2:25][CH3:26]>>[NH2:17][C:8]1[C:7]2=[N:6][N:5]([CH2:18][CH2:19][O:20][CH3:21])[C:4]([CH2:3][C:2]([NH:1][C:24](=[O:27])[CH2:25][CH3:26])([CH3:23])[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 57717558HCID 57717558, 화합물

생성물 1

HCID 57717530HCID 57717530, 화합물수율 73.4%

실험 절차

Using the general method of Example 599, 1-(2-amino-2-methylpropyl)-2-(2-methoxyethyl)-2H-pyrazolo[3,4-c]quinolin-4-amine (500 mg, 1.60 mmol, prepared as described in Example 590) was reacted with propionyl chloride (370 mg, 4.00 mmol). The crude product was purified by IFC (silica gel eluting with a gradient of 15 to 50% CMA in chloroform) followed by recrystallization from ethyl acetate/hexanes to provide 434 mg of N-{2-[4-amino-2-(methoxyethyl)-2H-pyrazolo[3,4-c]quinolin-1-yl]-1,1-dimethylethyl}propionamide as a white solid, mp 157-158° C. MS (APCI) m/z 370 (M+H)+; Anal. Calcd for C20H27N5O2: C, 65.02; H, 7.37; N, 18.96. Found: C, 64.79; H, 7.58; N, 18.94.

후처리

customThe crude product was purified by IFC (silica gel eluting with a gradient of 15 to 50% CMA in chloroform)
customfollowed by recrystallization from ethyl acetate/hexanes

출처 및 근거

ORD 기록: ord-4778a3e23d314b28bddfab4b3418ff2c
출처 데이터셋: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07879849B2

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