Bromoform → 4-bromo-2-[[(2,3-difluorophenyl)methyl]thio]-7(8H)-pteridinone

HRID 1814242노트

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HRID 1814242 반응식
N[C:2]1[C:11]2[N:10]=[CH:9][C:8](=[O:12])[NH:7][C:6]=2[N:5]=[C:4]([S:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:16]=2[F:22])[N:3]=1.C(Br)(Br)[Br:24].C(ON=O)CC(C)C>CS(C)=O>[Br:24][C:2]1[C:11]2[N:10]=[CH:9][C:8](=[O:12])[NH:7][C:6]=2[N:5]=[C:4]([S:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:16]=2[F:22])[N:3]=1

참가 물질

5

반응물 3

HCID 5558BromoformHCID 8053Isoamyl NitriteHCID 223200814-amino-2-[[(2,3-difluorophenyl)methyl]thio]-7(8H)-pteridinone

생성물 1

HCID 223200824-bromo-2-[[(2,3-difluorophenyl)methyl]thio]-7(8H)-pteridinone

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
125 °C

실험 절차

The product of step (a) (0.5 g) was suspended in DMSO (10 ml) and bromoform (10 ml) and the mixture was heated to 125° C. Isoamylnitrite (2 ml) was added and the mixture was stirred at 125° C. for 5 minutes before being cooled in an ice bath. Solvent was removed by evaporation under high vacuum and the residue suspended in dichloromethane (100 ml). This suspension was washed with saturated aqueous ammonium chloride (50 ml) and then filtered through a plug of celite. The filtrate was evaporated and purified by column chromatography, eluting with 10% ethyl acetate in dichloromethane to give the subtitled compound as a white solid (0.22 g).

후처리

  1. temperaturebefore being cooled in an ice bath
  2. customSolvent was removed by evaporation under high vacuum
  3. washThis suspension was washed with saturated aqueous ammonium chloride (50 ml)
  4. filtrationfiltered through a plug of celite
  5. customThe filtrate was evaporated
  6. custompurified by column chromatography
  7. washeluting with 10% ethyl acetate in dichloromethane

출처 및 근거

ORD 기록
ord-9376b1745f284fb8ae1959bd43b08e0a
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06875868B2

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