Lithium borohydride → HCID 57785948、化合物

HRID 1628706ノート

反応式

HRID 1628706 の反応式
[BH4-].[Li+].[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([C:28](OC)=[O:29])=[C:8]2[C:12]=1[N:11]=[C:10]1[N:13]([C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=3[C:24]([F:27])([F:26])[F:25])[CH2:14][CH2:15][CH2:16][N:9]21>O1CCCC1>[Cl:3][C:4]1[C:12]2[N:11]=[C:10]3[N:13]([C:17]4[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=4[C:24]([F:26])([F:25])[F:27])[CH2:14][CH2:15][CH2:16][N:9]3[C:8]=2[C:7]([CH2:28][OH:29])=[CH:6][CH:5]=1

参加物

4

反応物 2

HCID 4148881Lithium borohydrideHCID 57785993HCID 57785993、化合物

生成物 1

HCID 57785948HCID 57785948、化合物収率 87%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

Lithium borohydride (2.14 g, 98.1 mmol) was added to a stirred solution of methyl 9-chloro-1-[4-chloro-2-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole-6-carboxylate (10.9 g, 24.5 mmol) in tetrahydrofuran (80 mL) at room temperature, and the mixture was stirred at room temperature for 12 hr and at 50° C. for 4 hr. The reaction was quenched by methanol, and the mixture was diluted with aqueous saturated ammonium chloride at 0° C. and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The residue was washed with ethyl acetate/diisopropyl ether to give the title compound as a colorless powder (8.81 g, 21.2 mmol, 87%).

後処理

  1. customThe reaction was quenched by methanol
  2. additionthe mixture was diluted with aqueous saturated ammonium chloride at 0° C.
  3. extractionextracted with ethyl acetate
  4. washThe combined organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. washThe residue was washed with ethyl acetate/diisopropyl ether

出典と根拠

ORDレコード
ord-0b03128708a842469e0de8df5e3e9b98
出典データセット
uspto-grants-2014_07
特許番号
US08785460B2

反応ノート

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