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Potassium Carbonate → tert-butyl (5-((1-((7-chloroquinolin-2-yl)methyl)-1H-pyrazole-4-carboxamido)methyl)-4,6-dimethylpyridin-2-yl)carbamate

HRID 928438
ノート
印刷プレビュー

反応式

HRID 928438 の反応式
[NH:1]1[CH:5]=[C:4]([C:6]([NH:8][CH2:9][C:10]2[C:11]([CH3:25])=[CH:12][C:13]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[N:14][C:15]=2[CH3:16])=[O:7])[CH:3]=[N:2]1.Br[CH2:27][C:28]1[CH:37]=[CH:36][C:35]2[C:30](=[CH:31][C:32]([Cl:38])=[CH:33][CH:34]=2)[N:29]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O.C(OCC)(=O)C.O>[Cl:38][C:32]1[CH:31]=[C:30]2[C:35]([CH:36]=[CH:37][C:28]([CH2:27][N:1]3[CH:5]=[C:4]([C:6]([NH:8][CH2:9][C:10]4[C:11]([CH3:25])=[CH:12][C:13]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:21])([CH3:22])[CH3:23])=[N:14][C:15]=4[CH3:16])=[O:7])[CH:3]=[N:2]3)=[N:29]2)=[CH:34][CH:33]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 102441602-(Bromomethyl)-7-chloroquinolineHCID 58081315tert-Butyl 5-((1H-pyrazole-4-carboxamido)methyl)-4,6-dimethylpyridin-2-ylcarbamate

生成物 1

HCID 58081351tert-butyl (5-((1-((7-chloroquinolin-2-yl)methyl)-1H-pyrazole-4-carboxamido)methyl)-4,6-dimethylpyridin-2-yl)carbamate

試薬・触媒・溶媒 3

HCID 180
Acetone
溶媒
HCID 962Water溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

To a solution of tert-butyl (5-((1H-pyrazole-4-carboxamido)methyl)-4,6-dimethylpyridin-2-yl)carbamate (100 mg, 0.290 mmol) in acetone (2.5 ml) were added 2-(bromomethyl)-7-chloroquinoline (74.3 mg, 0.290 mmol) and K2CO3 (200 mg, 1.448 mmol). Reaction mixture was stirred for 5 h at 50° C. Reaction mixture was diluted with ethyl acetate and water. Phases were separated and organic layer was washed with brine, dried over sodium sulfate, filtered and evaporated to afford the title compound. HPLC (Method G) Rt=1.736 min, MS (Method V) [M+H]+=521.3.

後処理

  1. customReaction mixture
  2. customReaction mixture
  3. customPhases were separated
  4. washorganic layer was washed with brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated

出典と根拠

ORDレコード
ord-2b691995a27c41c5ba5e265ff44edb75
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09290485B2

反応ノート

読み込み中…

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