Binap, (A+-)- → HCID 69306502, 화합물

HRID 2056739

반응식

HRID 2056739 반응식
Br[C:2]1[CH:3]=[CH:4][C:5]2[CH2:6][O:7][CH2:8][C:9]3[C:10]=2[C:11]=1[CH:12]=[CH:13][CH:14]=3.[CH3:15][C@@H:16]1[CH2:21][NH:20][CH2:19][CH2:18][NH:17]1.C1(P(C2C=CC=CC=2)C2C=CC3C(=CC=CC=3)C=2C2C3C(=CC=CC=3)C=CC=2P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(C)([O-])C.[Na+]>C1(C)C=CC=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH3:15][C@H:16]1[NH:17][CH2:18][CH2:19][N:20]([C:2]2[CH:3]=[CH:4][C:5]3[CH2:6][O:7][CH2:8][C:9]4[C:10]=3[C:11]=2[CH:12]=[CH:13][CH:14]=4)[CH2:21]1

참가 물질

7

반응물 4

HCID 634876Binap, (A+-)-HCID 73304342-Methylpiperazine, (R)-HCID 23676156Sodium t-butoxideHCID 693072836-bromo-1H,3H-naphtho[1,8-cd]pyran

생성물 1

HCID 69306502HCID 69306502, 화합물

시약·촉매·용매 2

HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 1140Toluene용매

실험 절차

A mixture of 6-bromo-1H,3H-naphtho[1,8-cd]pyran (0.30 g, 1.2 mmol), 2-(R)-methylpiperazine (0.145 g, 1.44 mmol), tris(dibenzylideneacetone)dipalladium(0) (55 mg, 0.06 mmol), rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (56 mg, 0.09 mmol) and sodium tert-butoxide (0.162 g, 1.68 mmol) in toluene (5 mL) was heated under reflux for 2 h. The solvent was evaporated in vacuo and the crude mixture purified by column chromatography on silica gel, eluting with dichloromethane/methanol (9:1), to yield (3R)-3-methyl-1-(1H,3H-naphtho[1,8-cd]pyran-6-yl)piperazine as an orange solid.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 2 h
  3. customThe solvent was evaporated in vacuo
  4. customthe crude mixture purified by column chromatography on silica gel
  5. washeluting with dichloromethane/methanol (9:1)

출처 및 근거

ORD 기록
ord-3246601d97494adcb52ff263b8e80177
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07335660B2

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