Methanol → 1-(2-cyanoethyl)-1H-benzoimidazole-5-carboxylic acid

HRID 555285노트

반응식

HRID 555285 반응식
C[O:2][C:3]([C:5]1[CH:17]=[CH:16][C:8]2[N:9]([CH2:12][CH2:13][C:14]#[N:15])[CH:10]=[N:11][C:7]=2[CH:6]=1)=[O:4].[Li+].[OH-].CO>C1COCC1.O>[C:14]([CH2:13][CH2:12][N:9]1[C:8]2[CH:16]=[CH:17][C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]=2[N:11]=[CH:10]1)#[N:15]

참가 물질

6

반응물 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 669871661-(2-cyanoethyl)-1H-benzimidazole-5-carboxylic acid methyl ester

생성물 1

HCID 669873251-(2-cyanoethyl)-1H-benzoimidazole-5-carboxylic acid수율 95%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-(2-cyanoethyl)-1H-benzimidazole-5-carboxylic acid methyl ester (4.0 g, 17.4 mmol) in THF (30 mL) was added LiOH (1.67 g, 69.79 mmol) in water (8 mL) followed by MeOH (2 mL). Stirring continued at the ambient temperature for 1 h. It was then concentrated and acidified with 2N HCl. The solids formed were filtered and dried which afforded 1-(2-cyanoethyl)-1H-benzoimidazole-5-carboxylic acid (3.5 g, 95%). 1H NMR (300 MHz, DMSO-d6) δ 3.1 (t, 2H), 4.6 (t, 2H), 7.8 (d, 1H), 7.9 (dd, 1H), 8.25 (d, 1H), 8.42 (s, 1H)

후처리

  1. concentrationIt was then concentrated
  2. customThe solids formed
  3. filtrationwere filtered
  4. customdried which

출처 및 근거

ORD 기록
ord-670233ff91fb4bdcb0453d61c2c8be73
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08053431B2

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