Sodium borohydride → HCID 45088722、化合物

HRID 1842429ノート

反応式

HRID 1842429 の反応式
[BH4-].[Na+].[CH3:3][C:4]1[N:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]2=[N:6][C:5]=1[C:13](OC)=[O:14]>C1COCC1.CO>[CH3:3][C:4]1[N:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]2=[N:6][C:5]=1[CH2:13][OH:14]

参加物

5

反応物 2

HCID 4311764Sodium borohydrideHCID 57690029Methyl 3-methylimidazo[1,2-a]pyridine-2-carboxylate

生成物 1

HCID 45088722HCID 45088722、化合物収率 47.05%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Sodium borohydride (1.5 g, 41.6 mmol) was added to a solution of methyl 3-methylimidazo[1,2-a]pyridine-2-carboxylate (2.0 g, 10.5 mmol) in THF (50 mL) and methanol (2.5 ml) at RT. The reaction mixture was stirred at RT for 2 h (the reaction was monitored by TLC) upon which the mixture was concentrated under reduced pressure. The residue was diluted with water and extracted with EtOAc. The combined organics were dried over sodium sulfate, filtered and concentrated under reduced pressure to afford (3-methylimidazo[1,2-a]pyridin-2-yl)methanol (0.8 g, 47.05%,) as off-white solid. 1H NMR: 200 MHz, CDCl3: δ 7.45 (d, 1H), 7.6 (d, 1H), 7.2 (t, 1H), 6.8 (t, 1H), 4.85 (s, 2H), 2.45 (s, 3H). MS: [M+H]+: m/z=162.9.

後処理

  1. concentrationwas concentrated under reduced pressure
  2. additionThe residue was diluted with water
  3. extractionextracted with EtOAc
  4. dry with materialThe combined organics were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-1569f394875c4c769815dac50b7d9c0a
出典データセット
uspto-grants-2015_02
特許番号
US08946222B2

反応ノート

読み込み中…