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Methanol → 1-[4-Chloro-6-(methylamino)-1,3,5-triazin-2-yl]-4-piperidinecarboxylic acid

HRID 1678443
ノート
印刷プレビュー

反応式

HRID 1678443 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH3:9])[N:5]=[C:4]([N:10]2[CH2:15][CH2:14][CH:13]([C:16]([O:18]CC)=[O:17])[CH2:12][CH2:11]2)[N:3]=1.O.[OH-].[Li+].O.CO>O1CCCC1.C(OCC)(=O)C>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH3:9])[N:5]=[C:4]([N:10]2[CH2:15][CH2:14][CH:13]([C:16]([OH:18])=[O:17])[CH2:12][CH2:11]2)[N:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 887MethanolHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 86644318Ethyl 1-[4-chloro-6-(methylamino)-1,3,5-triazin-2-yl]-4-piperidinecarboxylate

生成物 1

HCID 866443161-[4-Chloro-6-(methylamino)-1,3,5-triazin-2-yl]-4-piperidinecarboxylic acid収率 99.3%

試薬・触媒・溶媒 2

HCID 8028
Tetrahydrofuran
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of ethyl 1-[4-chloro-6-(methylamino)-1,3,5-triazin-2-yl]-4-piperidinecarboxylate (983 mg, 3.28 mmol, 1.00 equiv) in tetrahydrofuran (21 ml) at 0° C., a premixed solution of lithium hydroxide monohydrate (275 mg, 6.56 mmol, 2.00 equiv) and water (7 ml) was added dropwise. Methanol (7 ml) was added. The reaction was allowed to warm to room temperature over 1 h and stirring was continued for 3 h. The solvent was removed under reduced pressure, yielding a colorless oil. Ethyl acetate was added to the oil, and the desired product precipitated as a white solid. The solid was filtered and dried under reduced pressure to provide 885 mg (99%) of the title compound. MS (ES+): m/e 272.0 [M+H]+.

後処理

  1. customThe solvent was removed under reduced pressure
  2. customyielding a colorless oil
  3. customthe desired product precipitated as a white solid
  4. filtrationThe solid was filtered
  5. customdried under reduced pressure

出典と根拠

ORDレコード
ord-6dd05f295fc84bc08c1b19b5d2f7ebfb
出典データセット
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08008483B2

反応ノート

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