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

HRID 2174242ノート

反応式

HRID 2174242 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-822713183a2941bea96d1c37d5b8cf4d
出典データセット
uspto-grants-2015_06
特許番号
US09060515B2

反応ノート

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