Formic Acid → HCID 66987301, 화합물

HRID 555273노트

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HRID 555273 반응식
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][OH:13])=[C:6]([NH2:14])[CH:5]=1.[CH:16](O)=O>>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[CH:8][C:7]2[N:10]([CH2:11][CH2:12][OH:13])[CH:16]=[N:14][C:6]=2[CH:5]=1)=[O:15]

참가 물질

3

반응물 2

HCID 284Formic Acid2회HCID 51358181HCID 51358181, 화합물

생성물 1

HCID 66987301HCID 66987301, 화합물수율 78%

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온도
45 °C

실험 절차

3-Amino-4-(2-hydroxy-ethylamino)-benzoic acid methyl ester (2.6 g, 12.0 mmol) was dissolved in formic acid (20 mL). The solution was heated at 45° C. for 1 h. After checking the completion of reaction by TLC, formic acid was evaporated at <40° C. under reduced pressure and the resulting solid was recrystallized from EtOAc. The above solid was dissolved in 3N HCl, stirred at ambient temperature for 1 h, basified back with saturated sodium bicarbonate solution and extracted with EtOAc. The organic layer was evaporated to give 2.1 g (78%) of 1-(2-hydroxy-ethyl)-1H-benzoimidazole-5-carboxylic acid methyl ester. MS-ESI m/z 221 (M+1): 1H NMR (300 MHz, DMSO-d6) δ 3.7 (q, 2H), 3.9 (s, 3H), 4.3 (t, 3H), 5.0 (t, 1H), 7.7 (d, 1H), 7.9 (dd, 1H), 8.25 (s, 1H), 8.35 (s, 1H)

후처리

  1. customwas evaporated at <40° C. under reduced pressure
  2. customthe resulting solid was recrystallized from EtOAc
  3. dissolutionThe above solid was dissolved in 3N HCl
  4. extractionextracted with EtOAc
  5. customThe organic layer was evaporated

출처 및 근거

ORD 기록
ord-6344907218d44c418049a5ed578ea07f
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08053431B2

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