Hydrochloric Acid → (7-Chloro-2,6-naphthyridin-3-yl)methanol

HRID 468896노트

반응식

HRID 468896 반응식
Cl.[Si]([O:9][CH2:10][C:11]1[N:12]=[CH:13][C:14]2[C:19]([CH:20]=1)=[CH:18][N:17]=[C:16]([Cl:21])[CH:15]=2)(C(C)(C)C)(C)C>O.CO.C(Cl)Cl.CCCCCCC>[Cl:21][C:16]1[CH:15]=[C:14]2[C:19]([CH:20]=[C:11]([CH2:10][OH:9])[N:12]=[CH:13]2)=[CH:18][N:17]=1

참가 물질

7

반응물 2

HCID 313Hydrochloric AcidHCID 866749683-((Tert-butyldimethylsilyloxy)methyl)-7-chloro-2,6-naphthyridine

생성물 1

HCID 86674969(7-Chloro-2,6-naphthyridin-3-yl)methanol수율 90%

시약·촉매·용매 4

HCID 887Methanol용매HCID 962Water용매HCID 6344Dichloromethane용매HCID 8900Heptane용매

실험 절차

A solution of 5.0M hydrogen chloride in water (0.73 mL) was added to a solution of 3-((tert-butyldimethylsilyloxy)methyl)-7-chloro-2,6-naphthyridine (1.13 g, 3.7 mmol) in methanol (15 mL), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with methylene chloride (150 mL), and washed with saturated aqueous sodium bicarbonate solution. The organic layer was separated, dried over sodium sulfate, filtered, and evaporated in vacuo to afford a residue that was suspended in heptane (10 mL) and filtered to provide the title compound as a white powder (645 mg, 90%). 1H NMR (400 MHz, DMSO) δ 9.37 (s, 2H), 8.23 (s, 1H), 8.06 (s, 1H), 5.65 (t, J=5.6 Hz, 1H), 4.78 (d, J=5.6 Hz, 2H).

후처리

  1. washwashed with saturated aqueous sodium bicarbonate solution
  2. customThe organic layer was separated
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customto afford a residue that
  7. filtrationfiltered

출처 및 근거

ORD 기록
ord-cb9909c15964465e87787467b5c86ddc
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623889B2

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