4-Methylmorpholine → HCID 23289903, 화합물

HRID 366785노트

반응식

HRID 366785 반응식
C1C=CC2N(O)N=NC=2C=1.[N:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([OH:20])=O)=[CH:13][CH:12]=1.[Cl:21][C:22]1[CH:42]=[CH:41][C:25]2[CH:26]([N:35]3[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]3)[C:27]3[C:32]([CH2:33][S:34][C:24]=2[CH:23]=1)=[CH:31][CH:30]=[CH:29][N:28]=3.CN1CCOCC1>CN(C=O)C.CCOC(C)=O.O>[Cl:21][C:22]1[CH:42]=[CH:41][C:25]2[CH:26]([N:35]3[CH2:36][CH2:37][N:38]([C:18](=[O:20])[CH2:17][C:14]4[CH:13]=[CH:12][N:11]=[CH:16][CH:15]=4)[CH2:39][CH2:40]3)[C:27]3[C:32]([CH2:33][S:34][C:24]=2[CH:23]=1)=[CH:31][CH:30]=[CH:29][N:28]=3

참가 물질

8

반응물 4

HCID 79724-MethylmorpholineHCID 342284-Pyridineacetic acidHCID 757711-HydroxybenzotriazoleHCID 157805018-Chloro-5,11-dihydro-11-(1-piperazinyl)[1]benzothiepino[4,3-b]pyridine

생성물 1

HCID 23289903HCID 23289903, 화합물수율 63%

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

DEC (464 mg, 2.42 mmol), HOBT (327 mg, 2.42 mmol), and 4-pyridine-acetic acid (332 mg, 2.42 mmol) were added to 1-(8-chloro-5,11-dihydro-[1]benzothiepino[4,3-b]pyridin-11-yl)-piperazine (400 mg, 1.21 mmol) and NMM (5.3 ml) in DMF (8 ml), and the mixture was stirred at room temperature for 19 hours. Water (30 ml) and EtOAc (50 ml) were added, and the layers were mixed and separated. The aqueous layer was extracted with EtOAc (3×40 ml). The aqueous layer was basified with saturated NaHCO3 and was extracted with CH2Cl2 (2×20 ml). The organic layers were combined, washed with brine, dried (Na2SO4), decanted and concentrated; the crude product (659 mg) was purified by flash chromatography (30%acetone/CH2Cl2 to 5%MeOH/CH2Cl2) and obtained as a white solid (344 mg, 63%); MS (FAB, M+H)=451; HRMS: calc.: 451.1359; found: 451.1355.

후처리

  1. additionthe layers were mixed
  2. customseparated
  3. extractionThe aqueous layer was extracted with EtOAc (3×40 ml)
  4. extractionwas extracted with CH2Cl2 (2×20 ml)
  5. washwashed with brine
  6. dry with materialdried (Na2SO4)
  7. customdecanted
  8. concentrationconcentrated
  9. customthe crude product (659 mg) was purified by flash chromatography (30%acetone/CH2Cl2 to 5%MeOH/CH2Cl2)

출처 및 근거

ORD 기록
ord-b1e0f3326cd349119aa8c42037bf25e4
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06130229

반응 노트

불러오는 중…