4-Methylmorpholine → HCID 23289903、化合物

HRID 366785ノート

反応式

HRID 366785 の反応式
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

参加物

8

反応物 4

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

生成物 1

HCID 23289903HCID 23289903、化合物収率 63%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-b1e0f3326cd349119aa8c42037bf25e4
出典データセット
uspto-grants-2000_10
特許番号
US06130229

反応ノート

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