Acetyl chloride → 8-Bromo-[1,6]naphthyridin-2-ylamine dihydrochloride

HRID 1180572ノート

反応式

HRID 1180572 の反応式
C(OC(=O)[NH:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[C:11]([Br:18])[CH:12]=[N:13][CH:14]=2)[N:9]=1)(C)(C)C.C([Cl:23])(=O)C.CCOC(C)=O>CO>[ClH:23].[ClH:23].[Br:18][C:11]1[CH:12]=[N:13][CH:14]=[C:15]2[C:10]=1[N:9]=[C:8]([NH2:7])[CH:17]=[CH:16]2

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 8857Ethyl AcetateHCID 58979577(8-Bromo-[1,6]naphthyridin-2-yl)-carbamic acid tert-butyl ester

生成物 1

HCID 691019218-Bromo-[1,6]naphthyridin-2-ylamine dihydrochloride

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

(8-Bromo-[1,6]naphthyridin-2-yl)-carbamic acid tert-butyl ester (1 equiv.) is suspended in methanol (10 mL). Acetyl chloride (ca. 1 mL) is added over 1 minute. After the reaction mixture cools to ambient temperature, the solvent is brought briefly to reflux using a heat gun. The heat gun is applied twice more, at which point TLC (1:1 EtOAc:hexanes) indicated complete reaction. Concentration, followed by trituration twice with dry methanol affords the title compound as a white solid, LC/MS (M+H) 224.1.

後処理

  1. customcools to ambient temperature
  2. temperatureto reflux
  3. customreaction
  4. concentrationConcentration

出典と根拠

ORDレコード
ord-8f30668e12544aafb370b778ee674ffa
出典データセット
uspto-grants-2007_10
特許番号
US07282506B2

反応ノート

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