Benzoyl chloride → n-(1-Benzoylpiperidin-4-yl)-n'-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}urea

HRID 1371453노트

반응식

HRID 1371453 반응식
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[Cl:11][C:12]1[CH:13]=[C:14]([CH:33]=[CH:34][C:35]=1[Cl:36])[CH2:15][N:16]1[CH2:21][CH2:20][O:19][CH:18]([CH2:22][NH:23][C:24]([NH:26][CH:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[O:25])[CH2:17]1.C(N(CC)C(C)C)(C)C>ClCCl>[C:1]([N:30]1[CH2:31][CH2:32][CH:27]([NH:26][C:24]([NH:23][CH2:22][CH:18]2[O:19][CH2:20][CH2:21][N:16]([CH2:15][C:14]3[CH:33]=[CH:34][C:35]([Cl:36])=[C:12]([Cl:11])[CH:13]=3)[CH2:17]2)=[O:25])[CH2:28][CH2:29]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 7412Benzoyl chlorideHCID 81531DiisopropylethylamineHCID 17984664HCID 17984664, 화합물

생성물 1

HCID 17984690n-(1-Benzoylpiperidin-4-yl)-n'-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}urea

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
23 °C

실험 절차

Benzoyl choride (0.014 ml) was added to a solution of Intermediate 16 (0.04 g) and N,N-diisopropylethylamine (0.048 ml) in dichloromethane (3 ml). The solution was stirred for 5 h at 23° C. The solvent was removed in vacuo and the residue purified by solid phase extraction (Isolute SCX sulphonic acid column) eluting with methanol followed by 10% 0.880 ammonia solution in methanol. The basic fraction was concentrated in vacuo and the residue was further purified using a silica gel solid phase extraction cartridge (1 g Varian Bond Elut), eluting sequentially with dichloromethane, ethyl acetate, acetone, acetonitrile, and methanol, to give the title compound as a clear gum (0.024 g).

후처리

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by solid phase extraction (Isolute SCX sulphonic acid column)
  3. washeluting with methanol
  4. concentrationThe basic fraction was concentrated in vacuo
  5. customthe residue was further purified
  6. extractiona silica gel solid phase extraction cartridge (1 g Varian Bond Elut)
  7. washeluting sequentially with dichloromethane, ethyl acetate, acetone, acetonitrile, and methanol

출처 및 근거

ORD 기록
ord-ea26f59dc24c48f59bbc5afc970af945
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07157457B2

반응 노트

불러오는 중…