4-Methylmorpholine → 6-[(8-chlorodibenz[b,f][1,4]oxazepin-10(11H)-yl)carbonyl]-N-(4-pyridinylmethyl)-2-pyridinecarboxamide, hydrochloride

HRID 37356

反応式

HRID 37356 の反応式
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]2[O:6][C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH:9]=[N:10][C:4]=2[CH:3]=1.[N:17]1[C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=[CH:19][C:18]=1[C:26](Cl)=[O:27].CN1CCOCC1.[NH2:36][CH2:37][C:38]1[CH:43]=[CH:42][N:41]=[CH:40][CH:39]=1>C(Cl)(Cl)Cl>[ClH:1].[Cl:1][C:2]1[CH:16]=[CH:15][C:5]2[O:6][C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH2:9][N:10]([C:23]([C:22]3[N:17]=[C:18]([C:26]([NH:36][CH2:37][C:38]4[CH:43]=[CH:42][N:41]=[CH:40][CH:39]=4)=[O:27])[CH:19]=[CH:20][CH:21]=3)=[O:24])[C:4]=2[CH:3]=1

参加物

6

反応物 4

HCID 79724-MethylmorpholineHCID 773174-PyridinemethanamineHCID 773352,6-Pyridinedicarbonyl dichlorideHCID 8382678-Chloro-dibenz[b,f]-[1,4]oxazepine

生成物 1

HCID 1317190146-[(8-chlorodibenz[b,f][1,4]oxazepin-10(11H)-yl)carbonyl]-N-(4-pyridinylmethyl)-2-pyridinecarboxamide, hydrochloride

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A solution of 8-chloro-dibenz[b,f][1,4]oxazepine (0.77 g), 2,6-pyridine-dicarbonyl chloride (0.68 g) and 4-methylmorpholine (0.367 mL) in CHCl3 (33 mL) was allowed to stand at ambient temperature for 16 hours. To this solution was added 4-(aminomethyl)pyridine (0.34 mL) and the mixture was allowed to stand at ambient temperature for 16 hours. The mixture was concentrated and the residue was extracted with ethyl acetate and saturated NaHCO3. The organic extract was concentrated and the residue chromatographed over silica gel using 50% ethyl acetate in hexane. Appropriate fractions were pooled and concentrated to give the free base of the title compound as a white solid. The HCl salt of the free base was made as described in Example 3.

後処理

  1. waitto stand at ambient temperature for 16 hours
  2. concentrationThe mixture was concentrated
  3. extractionthe residue was extracted with ethyl acetate and saturated NaHCO3
  4. extractionThe organic extract
  5. concentrationwas concentrated
  6. customthe residue chromatographed over silica gel using 50% ethyl acetate in hexane
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-f8ddeab8d46441a4b8fa8589c29649fd
出典データセット
uspto-grants-1995_05
特許番号
US05420270

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