Sodium hydride → HCID 178462379、化合物

HRID 415362ノート

反応式

HRID 415362 の反応式
[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

参加物

6

反応物 4

HCID 24758Sodium hydrideHCID 4311764Sodium borohydrideHCID 524203081-[(1R)-1-chloroethyl]-2-fluorobenzeneHCID 178507962HCID 178507962、化合物

生成物 1

HCID 178462379HCID 178462379、化合物収率 75%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-24f4336e22864c95b1294f4bc52a3595
出典データセット
uspto-grants-2012_01
特許番号
US08088780B2

反応ノート

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