N,N-dimethylhydroxylamine hydrochloride → 6-(3-ethylureido)-N-methoxy-N-methyl-4-(phenylamino)nicotinamide

HRID 2174242노트

반응식

HRID 2174242 반응식
[NH:1]([C:8]1[CH:13]=[C:12]([NH:14][C:15](=[O:19])[NH:16][CH2:17][CH3:18])[N:11]=[CH:10][C:9]=1[C:20]([OH:22])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH3:24][N:25](C)[OH:26].ON1C2C=CC=C[C:32]=2N=N1.Cl.C(N=C=NCCCN(C)C)C>CN(C)C1C=CN=CC=1.CN(C=O)C>[CH2:17]([NH:16][C:15](=[O:19])[NH:14][C:12]1[CH:13]=[C:8]([NH:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:9]([C:20]([N:25]([O:26][CH3:32])[CH3:24])=[O:22])=[CH:10][N:11]=1)[CH3:18]

참가 물질

7

반응물 4

HCID 27969N,N-dimethylhydroxylamine hydrochlorideHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 896500056-(3-Ethylureido)-4-(phenylamino)nicotinic acid

생성물 1

HCID 896503736-(3-ethylureido)-N-methoxy-N-methyl-4-(phenylamino)nicotinamide

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6228Dimethylformamide용매

실험 절차

4-anilino-6-(ethylcarbamoylamino)pyridine-3-carboxylic acid (i) (200 mg, 0.67 mmol), dimethylhydroxylamine hydrochloride (65 mg, 0.67 mmol), 4-dimethylaminopyridine (81 mg, 0.67 mmol) and N-hydroxybenzotriazole (90 mg, 0.67 mmol) were added to a dry RBF which was flushed with N2. DMF (1.5 mL) was added and the mixture stirred. 3-(ethyliminomethyleneamino)-N,N-dimethyl-propan-1-amine hydrochloride (150 mg, 0.80 mmol) was dissolved in DMF (1.5 mL) in a separate vial and this solution added to the reaction mixture at RT. The mixture was stirred overnight at RT.

후처리

  1. customwas flushed with N2
  2. additionDMF (1.5 mL) was added
  3. additionadded to the reaction mixture at RT
  4. stirringThe mixture was stirred overnight at RT

출처 및 근거

ORD 기록
ord-822713183a2941bea96d1c37d5b8cf4d
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09060515B2

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