Propionyl chloride → HCID 57717530、化合物

HRID 1360539ノート

反応式

HRID 1360539 の反応式
[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

参加物

3

反応物 2

HCID 62324Propionyl chlorideHCID 57717558HCID 57717558、化合物

生成物 1

HCID 57717530HCID 57717530、化合物収率 73.4%

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-4778a3e23d314b28bddfab4b3418ff2c
出典データセット
uspto-grants-2011_02
特許番号
US07879849B2

反応ノート

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