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tert-Butyl 4-(5-(hydroxymethyl)-[1,2,4]triazolo[4,3-a]pyrazin-8-yl)piperazine-1-carboxylate → Tert-butyl 4-(5-formyl-[1,2,4]triazolo[4,3-a]pyrazin-8-yl)piperazine-1-carboxylate

HRID 1045716
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HRID 1045716 반응식
[OH:1][CH2:2][C:3]1[N:8]2[CH:9]=[N:10][N:11]=[C:7]2[C:6]([N:12]2[CH2:17][CH2:16][N:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:14][CH2:13]2)=[N:5][CH:4]=1>O=[Mn]=O.C(Cl)Cl>[CH:2]([C:3]1[N:8]2[CH:9]=[N:10][N:11]=[C:7]2[C:6]([N:12]2[CH2:17][CH2:16][N:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:14][CH2:13]2)=[N:5][CH:4]=1)=[O:1]
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참가 물질

4

반응물 1

HCID 58447010tert-Butyl 4-(5-(hydroxymethyl)-[1,2,4]triazolo[4,3-a]pyrazin-8-yl)piperazine-1-carboxylate

생성물 1

HCID 58447024Tert-butyl 4-(5-formyl-[1,2,4]triazolo[4,3-a]pyrazin-8-yl)piperazine-1-carboxylate수율 87%

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매HCID 6344Dichloromethane용매

실험 절차

A 250 mL round bottom flask was charged with tert-butyl 4-(5-(hydroxymethyl)-[1,2,4]triazolo[4,3-a]pyrazin-8-yl)piperazine-1-carboxylate (0.30 g, 0.90 mmol) and dry CH2Cl2 (20 mL). To the above was added activated MnO2 (0.23 g, 2.6 mmol). The resulting suspension was stirred at room temperature for 16 h. Work-up: the reaction mixture was filtered. The filtrate was concentrated in vacuo, to afford 0.26 g (87%) of the product as a yellow solid. MS m/z: 333 (M+H+).

후처리

  1. filtrationthe reaction mixture was filtered
  2. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-53c5c913bcc4438598ef95ff14f7657c
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08569300B2

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