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Dimethyl chloromalonate → Methyl 4-hydroxy-2-(2-methylpyrazolo[1,5-a]pyridin-3-yl)-1,3-thiazole-5-carboxylate

HRID 2282172
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반응식

HRID 2282172 반응식
Cl.[CH3:2][C:3]1[C:11]([C:12](=[S:14])[NH2:13])=[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][N:5]2[N:4]=1.Cl[CH:16]([C:21](OC)=[O:22])[C:17]([O:19][CH3:20])=[O:18]>CC(O)C>[OH:22][C:21]1[N:13]=[C:12]([C:11]2[C:3]([CH3:2])=[N:4][N:5]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=23)[S:14][C:16]=1[C:17]([O:19][CH3:20])=[O:18]
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참가 물질

4

반응물 2

HCID 120070Dimethyl chloromalonateHCID 866495852-Methylpyrazolo[1,5-a]pyridine-3-carbothioamide hydrochloride

생성물 1

HCID 136376955Methyl 4-hydroxy-2-(2-methylpyrazolo[1,5-a]pyridin-3-yl)-1,3-thiazole-5-carboxylate수율 82.4%

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
90 °C

실험 절차

A suspension of 2-methylpyrazolo[1,5-a]pyridine-3-carbothioamide hydrochloride (3.0 g, 13 mmol) produced in Example 11-B (v) and dimethyl chloromalonate (6.6 g, 40 mmol) in 2-propanol (40 mL) was stirred at 90° C. for 7 hr. The reaction mixture was cooled to room temperature, and the precipitated solid was collected by filtration, washed with ethyl acetate and diisopropyl ether and dried to give the title compound (3.1 g, 82%) as a yellow solid.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with ethyl acetate and diisopropyl ether
  4. customdried

출처 및 근거

ORD 기록
ord-f25214e6c64141a0b630934880ca935e
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09139589B2

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