Ethoxyacetyl chloride → N-{7-bromo-4-[(2-hydroxy-2-methylpropyl)amino][1,5]naphthyridin-3-yl}-2-ethoxyacetamide hydrochloride

HRID 909360ノート

反応式

HRID 909360 の反応式
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[NH:12][CH2:13][C:14]([CH3:17])([OH:16])[CH3:15])=[N:9][CH:8]=[C:7]([Br:18])[CH:6]=2.[CH2:19]([O:21][CH2:22][C:23]([Cl:25])=[O:24])[CH3:20]>C(#N)C>[ClH:25].[Br:18][C:7]1[CH:6]=[C:5]2[C:10]([C:11]([NH:12][CH2:13][C:14]([OH:16])([CH3:15])[CH3:17])=[C:2]([NH:1][C:23](=[O:24])[CH2:22][O:21][CH2:19][CH3:20])[CH:3]=[N:4]2)=[N:9][CH:8]=1

参加物

4

反応物 2

HCID 84189Ethoxyacetyl chlorideHCID 670523831-[(3-Amino-7-bromo[1,5]naphthyridin-4-yl)amino]-2-methylpropan-2-ol

生成物 1

HCID 67052474N-{7-bromo-4-[(2-hydroxy-2-methylpropyl)amino][1,5]naphthyridin-3-yl}-2-ethoxyacetamide hydrochloride収率 81.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 1-[(3-amino-7-bromo[1,5]naphthyridin-4-yl)amino]-2-methylpropan-2-ol (100.0 g, 321.4 mmol) and acetonitrile (1 L) was stirred for five minutes, and ethoxyacetyl chloride (43.3 g, 353.3 mmol) was added. The reaction was stirred overnight at room temperature. The solid product was isolated by filtration and washed with acetonitrile (200 mL) to provide 113 g of N-{7-bromo-4-[(2-hydroxy-2-methylpropyl)amino][1,5]naphthyridin-3-yl}-2-ethoxyacetamide hydrochloride as a yellow solid.

後処理

  1. stirringThe reaction was stirred overnight at room temperature
  2. customThe solid product was isolated by filtration
  3. washwashed with acetonitrile (200 mL)

出典と根拠

ORDレコード
ord-b3f25160018946ac9b2124effa2f8dbe
出典データセット
uspto-grants-2011_09
特許番号
US08017779B2

反応ノート

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