Dichloromethane → (E)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylic Acid Hydrochloride

HRID 633960ノート

反応式

HRID 633960 の反応式
[OH-].[Na+].CN1CC[C:7]2([CH2:18][C:17]3[C:12](=[N:13][CH:14]=[C:15](/[CH:19]=[CH:20]/[C:21]([O:23]CC)=[O:22])[CH:16]=3)[NH:11][C:10]2=[O:26])CC1.[Cl:27]CCl>C(O)C>[ClH:27].[O:26]=[C:10]1[NH:11][C:12]2[N:13]=[CH:14][C:15](/[CH:19]=[CH:20]/[C:21]([OH:23])=[O:22])=[CH:16][C:17]=2[CH2:18][CH2:7]1

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 68338070HCID 68338070、化合物

生成物 1

HCID 66905305(E)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylic Acid Hydrochloride

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
45 °C

実験手順

An aqueous solution of sodium hydroxide (1N, 7.83 mL) was added to a solution of (E)-ethyl 3-(1′-methyl-2-oxo-2,4-dihydro-1H-spiro[[1,8]naphthyridine-3,4′-piperidine]-6-yl)acrylate (860 mg, 2.61 mmol) in a mixture of dichloromethane (10 mL) and ethanol (10 mL) at room temperature. The reaction mixture was stirred at 45° C. overnight then concentrated to dryness. The residue was acidified by addition of an aqueous solution of hydrochloric acid (1N, 30 mL) until pH 1. The resulting solid was filtered and washed with water and diethyl ether. The title product was obtained as a white solid (586 mg, 66%).

後処理

  1. concentrationthen concentrated to dryness
  2. additionThe residue was acidified by addition of an aqueous solution of hydrochloric acid (1N, 30 mL) until pH 1
  3. filtrationThe resulting solid was filtered
  4. washwashed with water and diethyl ether

出典と根拠

ORDレコード
ord-ab0fd4c108c04deeb7755bd23dcd823b
出典データセット
uspto-grants-2016_04
特許番号
US09321769B2

反応ノート

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