Isovaleryl chloride → HCID 57675214, 화합물

HRID 490919노트

반응식

HRID 490919 반응식
[C:1](Cl)(=[O:6])[CH2:2][CH:3]([CH3:5])[CH3:4].Cl.[CH2:9]([N:11]1[C:15]2[N:16]=[CH:17][C:18]([C:27]3[O:31][N:30]=[C:29]([CH2:32][CH:33]4[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]4)[N:28]=3)=[C:19]([NH:20][CH:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[C:14]=2[CH:13]=[N:12]1)[CH3:10].C(N(C(C)C)CC)(C)C>C(Cl)(Cl)Cl>[CH2:9]([N:11]1[C:15]2[N:16]=[CH:17][C:18]([C:27]3[O:31][N:30]=[C:29]([CH2:32][CH:33]4[CH2:38][CH2:37][N:36]([C:1](=[O:6])[CH2:2][CH:3]([CH3:5])[CH3:4])[CH2:35][CH2:34]4)[N:28]=3)=[C:19]([NH:20][CH:21]3[CH2:22][CH2:23][O:24][CH2:25][CH2:26]3)[C:14]=2[CH:13]=[N:12]1)[CH3:10]

참가 물질

5

반응물 3

HCID 66054Isovaleryl chlorideHCID 81531DiisopropylethylamineHCID 67529443HCID 67529443, 화합물

생성물 1

HCID 57675214HCID 57675214, 화합물

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

Isovaleryl 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, the reaction mixture was applied to a SPE cartridge (aminopropyl, 1 g) and the cartridge was eluted sequentially with chloroform, 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 176. LCMS showed MH+=496, TRET=3.17 min.

후처리

  1. washthe cartridge was eluted sequentially with chloroform, ethyl acetate and methanol
  2. additionFractions containing the desired product
  3. customThe resulting residue was further purified on a SPE cartridge (silica, 1 g)
  4. washeluting with a gradient of 30-100% ethyl acetate in petroleum ether
  5. customto afford Example 176
  6. customMH+=496, TRET=3.17 min.

출처 및 근거

ORD 기록
ord-f03eda8da05b43dd84fd8d0945ad6999
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07528148B2

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