Sodium hydride → HCID 178462379, 화합물

HRID 60536노트

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HRID 60536 반응식
[H-].[Na+].[BH4-].[Na+].O.[NH2:6][C:7]1[N:12]=[C:11]([SH:13])[N:10]=[C:9]([OH:14])[CH:8]=1.Cl[C@@H:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[F:24])[CH3:17]>CN(C=O)C>[NH2:6][C:7]1[N:12]=[C:11]([S:13][C@H:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[F:24])[CH3:17])[N:10]=[C:9]([OH:14])[CH:8]=1

참가 물질

6

반응물 4

HCID 24758Sodium hydrideHCID 4311764Sodium borohydrideHCID 524203081-[(1R)-1-chloroethyl]-2-fluorobenzeneHCID 178507962HCID 178507962, 화합물

생성물 1

HCID 178462379HCID 178462379, 화합물수율 75%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

NaH (60% in oil, 1.05 g, 26.3 mmol) was added in portions followed by NaBH4 (0.099 g, 2.7 mmol) to 6-amino-2-mercaptopyrimidin-4-ol monohydrate (4.23 g, 26.3 mmol) in DMF (40 mL). After 30 minutes, 1-[(1R)-1-chloroethyl]-2-fluorobenzene (5.0 g, 31.5 mmol) in DMF (10 mL) was added and the reaction mixture was stirred for 24 h. The reaction mixture was concentrated and partitioned between water and DCM, the organic phase was dried (MgSO4) and evaporated. The residue was purified by flash column chromatography (a stepwise gradient of 5-10% MeOH in CHCl3) to give the title compound (5.20 g, 75% yield).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. custompartitioned between water and DCM
  3. dry with materialthe organic phase was dried (MgSO4)
  4. customevaporated
  5. customThe residue was purified by flash column chromatography (a stepwise gradient of 5-10% MeOH in CHCl3)

출처 및 근거

ORD 기록
ord-dffca4060c9b4372a3edffb642c3f6b7
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440992B2

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