4-Amino-3-hydroxypyridine → 4-[[(Diisopropylamino)methylene]amino]-3-pyridinol

HRID 361326

반응식

HRID 361326 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[OH:8].CO[CH:11](OC)[N:12]([CH:16]([CH3:18])[CH3:17])[CH:13]([CH3:15])[CH3:14]>C1(C)C=CC=CC=1>[CH:13]([N:12]([CH:11]=[N:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[OH:8])[CH:16]([CH3:18])[CH3:17])([CH3:15])[CH3:14]

참가 물질

4

반응물 2

HCID 27624194-Amino-3-hydroxypyridineHCID 13161384Diisopropylformamide Dimethylacetal (>90%)

생성물 1

HCID 153809314-[[(Diisopropylamino)methylene]amino]-3-pyridinol

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 4-amino-3-pyridinol (3.0 g), N,N-diisopropylformamide dimethyl acetal (9.54 g) and 15 ml dry toluene was stirred at room temperature for 18 hours and thereafter heated to 60°-70° C. After 90 minutes, the mixture was cooled to room temperature, concentrated in vacuo and chromatographed on silica using 10:90 CH3OH/ethyl acetate as an eluent. The fractions containing the desired product were combined and concentrated to a thick oil, which solidified on refrigeration. This solid (5.3 g) was triturated with hexane three times to provide the product as a white solid, m.p. 77°-79° C.

후처리

  1. temperatureheated to 60°-70° C
  2. waitAfter 90 minutes
  3. temperaturethe mixture was cooled to room temperature
  4. concentrationconcentrated in vacuo
  5. customchromatographed on silica using 10:90 CH3OH/ethyl acetate as an eluent
  6. additionThe fractions containing the desired product
  7. concentrationconcentrated to a thick oil, which
  8. customThis solid (5.3 g) was triturated with hexane three times

출처 및 근거

ORD 기록
ord-b3f1d30a321b4ee78d30c590ac4935ee
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05866565

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