Sodium hydride → HCID 178462379、化合物

HRID 550765ノート

反応式

HRID 550765 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-e12421c7d6e94cdaadf04bad9afeaa55
出典データセット
uspto-grants-2011_05
特許番号
US07947693B2

反応ノート

読み込み中…