HCID 66747700, 화합물 → 9-[4-(4-Fluoro-3-methoxyphenoxy)phenyl]-7-methyl-3,4,6,7,8,9-hexahydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxide

HRID 1622763노트

반응식

HRID 1622763 반응식
[F:1][C:2]1[CH:27]=[CH:26][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([C:13]3[C:18]4=[N:19][S:20](=[O:24])(=[O:23])[CH2:21][CH2:22][N:17]4[CH:16]=[C:15]([CH3:25])[CH:14]=3)=[CH:9][CH:8]=2)=[CH:4][C:3]=1[O:28][CH3:29]>C1COCC1.CO.[Pt](=O)=O>[F:1][C:2]1[CH:27]=[CH:26][C:5]([O:6][C:7]2[CH:8]=[CH:9][C:10]([CH:13]3[C:18]4=[N:19][S:20](=[O:24])(=[O:23])[CH2:21][CH2:22][N:17]4[CH2:16][CH:15]([CH3:25])[CH2:14]3)=[CH:11][CH:12]=2)=[CH:4][C:3]=1[O:28][CH3:29]

참가 물질

5

반응물 1

HCID 66747700HCID 66747700, 화합물

생성물 1

HCID 667480489-[4-(4-Fluoro-3-methoxyphenoxy)phenyl]-7-methyl-3,4,6,7,8,9-hexahydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxide수율 7.5%

시약·촉매·용매 3

HCID 345198Adams' catalyst촉매HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

Platinum(IV) oxide (30 mg) was added to a solution of 9-[4-(4-fluoro-3-methoxyphenoxy)phenyl]-7-methyl-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxide (400 mg) in THF (dry) (15 mL) and MeOH (15 mL). The mixture was stirred at room temperature under hydrogen for 3 hr. Activated carbon was added and the insoluble solid was removed by filtration through silica gel/Celite pad (eluted with EtOAc). Platinum(IV) oxide (30 mg) was added and the mixture was stirred at room temperature under hydrogen overnight. AcOH (10 mL) and platinum(IV) oxide (30 mg) were added and the mixture was stirred at room temperature under hydrogen for 1 day and at 50° C. for 1 day. Activated carbon was added and the insoluble solid was removed by filtration through silica gel/Celite pad (eluted with EtOAc) and the filtrate was concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, eluted with MeOH in EtOAc) and concentrated in vacuo. The residue was crystallized from THF/IPE to give the title compound (30.3 mg) as colorless crystals.

후처리

  1. additionActivated carbon was added
  2. customthe insoluble solid was removed by filtration through silica gel/Celite pad (eluted with EtOAc)
  3. additionPlatinum(IV) oxide (30 mg) was added
  4. stirringthe mixture was stirred at room temperature under hydrogen overnight
  5. additionAcOH (10 mL) and platinum(IV) oxide (30 mg) were added
  6. stirringthe mixture was stirred at room temperature under hydrogen for 1 day and at 50° C. for 1 day
  7. additionActivated carbon was added
  8. customthe insoluble solid was removed by filtration through silica gel/Celite pad (eluted with EtOAc)
  9. concentrationthe filtrate was concentrated in vacuo
  10. customThe residue was purified by column chromatography (NH silica gel, eluted with MeOH in EtOAc)
  11. concentrationconcentrated in vacuo
  12. customThe residue was crystallized from THF/IPE

출처 및 근거

ORD 기록
ord-9020040f0a624139b3de38081fd81b71
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08778934B2

반응 노트

불러오는 중…