Hydrochloric Acid → 3-(piperidin-4-yl)-1,6-naphthyridin-2(1H)-one

HRID 132220

反応式

HRID 132220 の反応式
Cl.O[CH:3]([C:22]1[CH:23]=[N:24][CH:25]=[CH:26][C:27]=1[NH:28][C:29](=[O:34])C(C)(C)C)[CH:4]([CH:9]1[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]1)C(OC)=O>O>[NH:12]1[CH2:11][CH2:10][CH:9]([C:4]2[C:29](=[O:34])[NH:28][C:27]3[C:22]([CH:3]=2)=[CH:23][N:24]=[CH:25][CH:26]=3)[CH2:14][CH2:13]1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 59732007tert-Butyl 4-(1-hydroxy-3-methoxy-3-oxo-1-(4-pivalamidopyridin-3-yl)propan-2-yl)piperidine-1-carboxylate

生成物 1

HCID 597319443-(piperidin-4-yl)-1,6-naphthyridin-2(1H)-one収率 77%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Concentrated hydrochloric acid (8.0 mL, 97 mmol) was added with stirring to a mixture of tert-butyl 4-(1-hydroxy-3-methoxy-3-oxo-1-(4-pivalamidopyridin-3-yl)propan-2-yl)piperidine-1-carboxylate (1.2 g, 2.6 mmol) and water (24 mL). Reaction was heated to reflux and held for 14 hours. Mixture was concentrated in vacuo. Residue was treated with acetonitrile (70 mL) and then concentrated in vacuo. Residue was crystallized from ethanol. Title compound was obtained as white solid in 77% yield. (M+H)+=230.1.

後処理

  1. customReaction
  2. temperaturewas heated
  3. temperatureto reflux
  4. concentrationMixture was concentrated in vacuo
  5. additionResidue was treated with acetonitrile (70 mL)
  6. concentrationconcentrated in vacuo
  7. customResidue was crystallized from ethanol

出典と根拠

ORDレコード
ord-948e54cfa62a4ae8bf8c4150001aeecf
出典データセット
uspto-grants-2008_06
特許番号
US07384930B2

関連ノート

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