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Hydrazine → Tert-butyl {2-[4-(5-hydrazino-3-phenyl-1,6-naphthyridin-2-yl)phenyl]-5,8-dioxaspiro[3.4]oct-2-yl}carbamate

HRID 221977
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HRID 221977 반응식
Cl[C:2]1[N:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[C:5]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:6]([C:12]1[CH:17]=[CH:16][C:15]([C:18]3([NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30])[CH2:21][C:20]4([O:25][CH2:24][CH2:23][O:22]4)[CH2:19]3)=[CH:14][CH:13]=1)=[N:7]2.[NH2:40][NH2:41].C(=O)(O)[O-].[Na+]>O1CCOCC1>[NH:40]([C:2]1[N:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[C:5]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:6]([C:12]1[CH:17]=[CH:16][C:15]([C:18]3([NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30])[CH2:21][C:20]4([O:25][CH2:24][CH2:23][O:22]4)[CH2:19]3)=[CH:14][CH:13]=1)=[N:7]2)[NH2:41]
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5

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HCID 9321HydrazineHCID 516892Sodium BicarbonateHCID 59161532Tert-butyl {2-[4-(5-chloro-3-phenyl-1,6-naphthyridin-2-yl)phenyl]-5,8-dioxaspiro[3.4]oct-2-yl]carbamate

생성물 1

HCID 58229864Tert-butyl {2-[4-(5-hydrazino-3-phenyl-1,6-naphthyridin-2-yl)phenyl]-5,8-dioxaspiro[3.4]oct-2-yl}carbamate

시약·촉매·용매 1

HCID 312751,4-Dioxane
용매

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온도
100 °C

실험 절차

To a solution of tert-butyl {2-[4-(5-chloro-3-phenyl-1,6-naphthyridin-2-yl)phenyl]-5,8-dioxaspiro[3.4]oct-2-yl}carbamate (1-9) (5 g, 9.2 mmol) in dioxane (100 mL) was added hydrazine (3.0 g, 92 mmol) and the reaction mixture was heated to 100° C. for 1 hour. The reaction mixture was poured into saturated sodium bicarbonate, extracted with chloroform, dried over sodium sulfate, filtered and concentrated to give tert-butyl {2-[4-(5-hydrazino-3-phenyl-1,6-naphthyridin-2-yl)phenyl]-5,8-dioxaspiro[3.4]oct-2-yl}carbamate (1-10) as a yellow solid. MS (M+H)+: 540.

후처리

  1. extractionextracted with chloroform
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6b0a7464276c417e983619851b8caf32
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08207169B2

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