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Diisopropylethylamine → 4-Amino-N-((1-((2-(pyridin-2-yl)thiazol-5-yl)methyl)piperidin-4-yl)methyl)picolinamide

HRID 2407812
ノート
印刷プレビュー

反応式

HRID 2407812 の反応式
Cl.Cl.Cl.[N:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[S:11][C:12]([CH2:15][N:16]2[CH2:21][CH2:20][CH:19]([CH2:22][NH2:23])[CH2:18][CH2:17]2)=[CH:13][N:14]=1.Cl.C(N=C=NCCCN(C)C)C.[NH2:36][C:37]1[CH:42]=[CH:41][N:40]=[C:39]([C:43](O)=[O:44])[CH:38]=1.O.ON1C2C=CC=CC=2N=N1.C(N(C(C)C)C(C)C)C>CC(N(C)C)=O.C(OCC)(=O)C>[NH2:36][C:37]1[CH:42]=[CH:41][N:40]=[C:39]([C:43]([NH:23][CH2:22][CH:19]2[CH2:18][CH2:17][N:16]([CH2:15][C:12]3[S:11][C:10]([C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][N:4]=4)=[N:14][CH:13]=3)[CH2:21][CH2:20]2)=[O:44])[CH:38]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 81531DiisopropylethylamineHCID 20501324-Aminopicolinic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 66989375(1-((2-(Pyridin-2-yl)thiazol-5-yl)methyl)piperidin-4-yl)methanamine Trihydrochloride

生成物 1

HCID 58504169
4-Amino-N-((1-((2-(pyridin-2-yl)thiazol-5-yl)methyl)piperidin-4-yl)methyl)picolinamide
収率 11.1%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 31374Dimethylacetamide溶媒

実験手順

The compound prepared in Example 214 (0.44 g), 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (0.25 g), 4-aminopicolinic acid (0.18 g), 1-hyroxybenzotriazole hydrate (0.20 g) and N-ethyl-N-isopropylpropan-2-amine (1.2 ml) were combined in dimethylacetamide (8 mL) and the reaction was allowed to stir 2 days. The reaction was diluted with ethyl acetate and washed with aqueous sodium bicarbonate and brine. The organic phase was dried over magnesium sulfate, filtered, concentrated and purified by column chromatography using an eluant (2 to 6% methanol/dichloromethane) to provide the title compound (0.05 g) with the following physical data.

後処理

  1. washwashed with aqueous sodium bicarbonate and brine
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. custompurified by column chromatography

出典と根拠

ORDレコード
ord-1d14aff530ac48a283d8972f76fe3314
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08809538B2

反応ノート

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