Butyl iodide → 1-[6-Amino-5-chloro-2-(methoxy)-3-pyridinyl]-3-(1-butyl-4-piperidinyl)-1-propanone

HRID 489795ノート

反応式

HRID 489795 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[C:5]([C:10](=[O:19])[CH2:11][CH2:12][CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)=[CH:4][C:3]=1[Cl:20].I[CH2:22][CH2:23][CH2:24][CH3:25].C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.C(OCC)(=O)C>[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[C:5]([C:10](=[O:19])[CH2:11][CH2:12][CH:13]2[CH2:18][CH2:17][N:16]([CH2:22][CH2:23][CH2:24][CH3:25])[CH2:15][CH2:14]2)=[CH:4][C:3]=1[Cl:20]

参加物

6

反応物 3

HCID 10962Butyl iodideHCID 11430Potassium CarbonateHCID 222625871-(6-Amino-5-chloro-2-methoxy-3-pyridinyl)-3-(4-piperidinyl)-1-propanone

生成物 1

HCID 222626001-[6-Amino-5-chloro-2-(methoxy)-3-pyridinyl]-3-(1-butyl-4-piperidinyl)-1-propanone収率 70.5%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 1-[6-amino-5-chloro-2-(methyloxy)-3-pyridinyl]-3-(4-piperidinyl)-1-propanone (step 5 in example 9, 110 mg, 0.369 mmol), 1-iodobutane (0.046 ml, 0.406 mmol) and potassium carbonate (102 mg, 0.738 mmol) in tetrahydrofuran (3 ml) was refluxed for 2 h. After cooling to room temperature, the mixture was diluted with ethyl acetate (50 ml), washed with water (5 ml) and brine (10 ml), and dried over potassium carbonate. Removal of solvent gave a pale yellow oil, which was crystallized from methanol to afford 92 mg (64%) of the title compound as a white crystal.

後処理

  1. temperaturewas refluxed for 2 h
  2. washwashed with water (5 ml) and brine (10 ml)
  3. dry with materialdried over potassium carbonate
  4. customRemoval of solvent
  5. customgave a pale yellow oil, which
  6. customwas crystallized from methanol

出典と根拠

ORDレコード
ord-5d24181a7f964acfb6a49e4e4eb89419
出典データセット
uspto-grants-2005_12
特許番号
US06979690B2

反応ノート

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