Pyridine → HCID 76584760, 화합물

HRID 911367노트

반응식

HRID 911367 반응식
Cl.[NH2:2][OH:3].N1C=CC=CC=1.[C:10]([C:13]1[CH:38]=[CH:37][C:16]([CH2:17][NH:18][C:19]2[C:29]3[CH2:28][CH2:27][N:26]([C:30](=[O:35])[C:31]([F:34])([F:33])[F:32])[CH2:25][CH2:24][C:23]=3[CH:22]=[CH:21][C:20]=2[Cl:36])=[CH:15][CH:14]=1)(=O)[CH3:11]>C(O)C>[Cl:36][C:20]1[CH:21]=[CH:22][C:23]2[CH2:24][CH2:25][N:26]([C:30](=[O:35])[C:31]([F:34])([F:32])[F:33])[CH2:27][CH2:28][C:29]=2[C:19]=1[NH:18][CH2:17][C:16]1[CH:15]=[CH:14][C:13]([C:10](=[N:2][OH:3])[CH3:11])=[CH:38][CH:37]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 59828832HCID 59828832, 화합물

생성물 1

HCID 76584760HCID 76584760, 화합물수율 94%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Add hydroxylamine hydrochloride (19 mg, 0.27 mmol) and pyridine (0.04 mL, 0.54 mmol) to a solution of 6-(4-acetylbenzylamino)-7-chloro-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (115 mg, 0.27 mmol) in ethanol (10 mL). Heat the mixture to reflux for 2 h. Remove the solvent in vacuo and partition the residue between DCM and 0.1N aqueous HCl. Dry the organic phase over Na2SO4, filter and concentrate. Dissolve the oil into the minimum amount of ether and add hexane to precipitate the solid. Filter to obtain 7-chloro-6-[4-(1-hydroxyiminoethyl)-benzylamino]3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine as a solid (12 mg, 94%) that was used without further purification. MS (ES+) m/z: 440 (M+H)+.

후처리

  1. temperatureHeat the mixture
  2. temperatureto reflux for 2 h
  3. customRemove the solvent in vacuo
  4. custompartition the residue between DCM and 0.1N aqueous HCl
  5. dry with materialDry the organic phase over Na2SO4
  6. filtrationfilter
  7. concentrationconcentrate
  8. dissolutionDissolve the oil into the minimum amount of ether
  9. additionadd hexane
  10. customto precipitate the solid
  11. filtrationFilter

출처 및 근거

ORD 기록
ord-e83761b1d4ff41efa04a209245f70e9f
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022062B2

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