Acetyl chloride → HCID 57675136、化合物

HRID 490918ノート

反応式

HRID 490918 の反応式
[C:1](Cl)(=[O:3])[CH3:2].Cl.[CH2:6]([N:8]1[C:12]2[N:13]=[CH:14][C:15]([C:24]3[O:28][N:27]=[C:26]([CH2:29][CH:30]4[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]4)[N:25]=3)=[C:16]([NH:17][CH:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[C:11]=2[CH:10]=[N:9]1)[CH3:7].C(N(C(C)C)CC)(C)C>C(Cl)(Cl)Cl>[C:1]([N:33]1[CH2:34][CH2:35][CH:30]([CH2:29][C:26]2[N:25]=[C:24]([C:15]3[CH:14]=[N:13][C:12]4[N:8]([CH2:6][CH3:7])[N:9]=[CH:10][C:11]=4[C:16]=3[NH:17][CH:18]3[CH2:19][CH2:20][O:21][CH2:22][CH2:23]3)[O:28][N:27]=2)[CH2:31][CH2:32]1)(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 6367Acetyl chloride2 回HCID 81531Diisopropylethylamine2 回HCID 67529443HCID 67529443、化合物

生成物 1

HCID 57675136HCID 57675136、化合物

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

Acetyl chloride (0.04 mmol) was added to a stirred solution of Intermediate 125 (0.033 mmol) and diisopropylethylamine (0.1 mmol) in chloroform (1 ml) at room temperature. After stirring at room temperature for 1.5 h, a further quantity of acetyl chloride (0.04 mmol) and diisopropylethylamine (0.1 mmol) were added to the reaction mixture. After 3.5 h the reaction mixture was applied to a SPE cartridge (aminopropyl, 1 g) and the cartridge was eluted sequentially with chlororm, ethyl acetate and methanol. Fractions containing the desired product were combined and blown down under nitrogen. The resulting residue was further purified on a SPE cartridge (silica, 1 g) eluting with a gradient of 30-100% ethyl acetate in petroleum ether to afford Example 175 LCMS showed MH+=454, TRET=2.79 min.

後処理

  1. waitAfter 3.5 h the reaction mixture was applied to a SPE cartridge (aminopropyl, 1 g)
  2. washthe cartridge was eluted sequentially with chlororm, ethyl acetate and methanol
  3. additionFractions containing the desired product
  4. customThe resulting residue was further purified on a SPE cartridge (silica, 1 g)
  5. washeluting with a gradient of 30-100% ethyl acetate in petroleum ether
  6. customto afford Example 175 LCMS
  7. customMH+=454, TRET=2.79 min.

出典と根拠

ORDレコード
ord-6fdec317b5ed4a22aaaba2411eaf6456
出典データセット
uspto-grants-2009_05
特許番号
US07528148B2

反応ノート

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