Water → HCID 178473416, 화합물

HRID 537167노트

반응식

HRID 537167 반응식
[OH:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([O:13][CH3:14])=[O:12])=[CH:8][CH:9]=2)[NH:4][N:3]=1.Cl[C:16]([O:18][CH2:19][CH3:20])=[O:17].O>N1C=CC=CC=1>[OH:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([O:13][CH3:14])=[O:12])=[CH:8][CH:9]=2)[N:4]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[N:3]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 10928Ethyl chloroformateHCID 178497304HCID 178497304, 화합물

생성물 1

HCID 178473416HCID 178473416, 화합물수율 61.6%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

Methyl 3-hydroxy-1H-indazole-6-carboxylate (1.6 g, 8.3 mmol) was suspended in pyridine (10 mL). Ethyl chloroformate (1.0 mL, 10 mmol) was added slowly and the reaction was allowed to stir at room temperature for 2 hours. The reaction was poured into water (65 mL) and cooled in a refrigerator for 4 hours. The resulting brown precipitate was collected by filtration, rinsed with water, and dried under vacuum to give the title compound (1.35 g, 61%) as a beige solid. +ESI (M+H) 265.0; 1H NMR (400 MHz, CDCl3, δ): 8.80 (d, J=6.0 Hz, 1H), 8.01 (dd, J=8.2, 1.2 Hz, 1H), 7.88 (d, J=8.6 Hz, 1H), 4.60 (q, J=7.0 Hz, 2H), 3.98 (s, 3H), 1.57 (t, J=7.1 Hz, 3H).

후처리

  1. temperaturecooled in a refrigerator for 4 hours
  2. filtrationThe resulting brown precipitate was collected by filtration
  3. washrinsed with water
  4. customdried under vacuum

출처 및 근거

ORD 기록
ord-b5fbb5b128cc4559b2bcd352b9998f08
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859773B2

반응 노트

불러오는 중…