Methanamine, N-methoxy-, hydrochloride (1:1) → N-methoxy-N,1-dimethyl-1H-pyrazole-5-carboxamide

HRID 238376노트

반응식

HRID 238376 반응식
Cl.[CH3:2][NH:3][O:4][CH3:5].[CH3:6][N:7]1[C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=[N:8]1.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C>O.CN(C)C=O>[CH3:5][O:4][N:3]([CH3:2])[C:12]([C:11]1[N:7]([CH3:6])[N:8]=[CH:9][CH:10]=1)=[O:14]

참가 물질

7

반응물 4

HCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 81531DiisopropylethylamineHCID 6431581-methyl-1H-pyrazole-5-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

생성물 1

HCID 62038410N-methoxy-N,1-dimethyl-1H-pyrazole-5-carboxamide수율 63.5%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

N,O-dimethylhydroxylamine hydrochloride (1.30 g) was added to an dimethylformamide (32 mL) solution that contained 1-methyl-1H-pyrazol-5-carboxylic acid (1.21 g), O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (4.38 g) and diisopropylethylamine (3.34 mL) at a room temperature, and the obtained solution was then stirred for 2 hours. Thereafter, water was added to the reaction solution, and the obtained mixture was then extracted with ethyl acetate. The organic layer was washed with water and a saturated saline, and was then dried over anhydrous magnesium sulfate, followed by vacuum concentration. The residue was purified by column chromatography (silica gel cartridge, chloroform:methanol=100:0 to 95:5), so as to obtain the title compound (1.03 g) in the form of a yellow oily substance.

후처리

  1. customat a room temperature
  2. extractionthe obtained mixture was then extracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materiala saturated saline, and was then dried over anhydrous magnesium sulfate
  5. concentrationfollowed by vacuum concentration
  6. customThe residue was purified by column chromatography (silica gel cartridge, chloroform:methanol=100:0 to 95:5)

출처 및 근거

ORD 기록
ord-01aaea0725f54f8e882d584f78333ee0
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642626B2

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