Triethylamine → 4-(7-chloro-2H-benzopyran-3-sulfonyl)-1-[4-methoxycarbonyl-1-(4-pyridyl)piperidin-4-ylmethyl]-2-piperazinone

HRID 1840561노트

반응식

HRID 1840561 반응식
Cl.[Cl:2][C:3]1[CH:33]=[CH:32][C:6]2[CH:7]=[C:8]([S:11]([N:14]3[CH2:19][CH2:18][N:17]([CH2:20][C:21]4([C:27]([O:29][CH3:30])=[O:28])[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]4)[C:16](=[O:31])[CH2:15]3)(=[O:13])=[O:12])[CH2:9][O:10][C:5]=2[CH:4]=1.Cl.Cl[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][N:37]=1.C(N(CC)CC)C>C(O)C>[Cl:2][C:3]1[CH:33]=[CH:32][C:6]2[CH:7]=[C:8]([S:11]([N:14]3[CH2:19][CH2:18][N:17]([CH2:20][C:21]4([C:27]([O:29][CH3:30])=[O:28])[CH2:26][CH2:25][N:24]([C:40]5[CH:39]=[CH:38][N:37]=[CH:36][CH:41]=5)[CH2:23][CH2:22]4)[C:16](=[O:31])[CH2:15]3)(=[O:13])=[O:12])[CH2:9][O:10][C:5]=2[CH:4]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 156199202-Chloropyridine--hydrogen chloride (1/1)HCID 234475944-(7-chloro-2H-benzopyran-3-sulfonyl)-1-(4-methoxycarbonylpiperidin-4-ylmethyl)-2-piperazinone hydrochloride

생성물 1

HCID 234475694-(7-chloro-2H-benzopyran-3-sulfonyl)-1-[4-methoxycarbonyl-1-(4-pyridyl)piperidin-4-ylmethyl]-2-piperazinone수율 51.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To 1-[1-(tert-butoxycarbonyl)-4-methoxycarbonylpiperidin-4-ylmethyl]-4-(7-chloro-2H-benzopyran-3-sulfonyl)-2-piperazinone (260 mg) was added 4N hydrochloric acid in ethyl acetate (10 ml) and methanol (4 ml), and the mixture was stirred at room temperature for 30 minutes. The reaction solution was concentrated to give colorless solid of 4-(7-chloro-2H-benzopyran-3-sulfonyl)-1-(4-methoxycarbonylpiperidin-4-ylmethyl)-2-piperazinone hydrochloride (228 mg). A solution of 4-(7-chloro-2H-benzopyran-3-sulfonyl)-1-(4-methoxycarbonylpiperidin-4-ylmethyl)-2-piperazinone hydrochloride (228 mg), chloropyridine hydrochloride (80 mg) and triethylamine (225 mg) in ethanol (14 ml) was allowed to react in a sealed tube at 150% for 15 hours. The reaction solution was concentrated, and the residue was dissolved in dichloromethane. The solution was washed with 1N sodium hydroxide solution, dried and concentrated, and the residue was purified with silica gel column chromatography (dichloromethane:methanol containing 10% ammonia solution=20:1) to give colorless solid of the title compound (126 mg).

후처리

  1. customto react in a sealed tube at 150% for 15 hours
  2. concentrationThe reaction solution was concentrated
  3. dissolutionthe residue was dissolved in dichloromethane
  4. washThe solution was washed with 1N sodium hydroxide solution
  5. customdried
  6. concentrationconcentrated
  7. customthe residue was purified with silica gel column chromatography (dichloromethane:methanol containing 10% ammonia solution=20:1)

출처 및 근거

ORD 기록
ord-41baa1fc51954319abe5bde20498c2d2
출처 데이터셋
uspto-grants-2004_01
특허 번호
US06680312B2

반응 노트

불러오는 중…