Water → HCID 178473416, 화합물

HRID 880970노트

반응식

HRID 880970 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-b3fc7a459d2c4d5c8367cf51f30d1c72
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08993586B2

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