Sodium Carbonate → 5-(2-Amino-4-pyridinyl)-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide

HRID 1623859ノート

反応式

HRID 1623859 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[C:6]([CH:16]=1)[C:7]([NH:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)=[O:8].CC1(C)C(C)(C)OB([C:33]2[CH:38]=[CH:37][N:36]=[C:35]([NH2:39])[CH:34]=2)O1.C(=O)([O-])[O-].[Na+].[Na+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.O1CCOCC1>[NH2:39][C:35]1[CH:34]=[C:33]([C:2]2[CH:3]=[CH:4][C:5]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[C:6]([CH:16]=2)[C:7]([NH:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)=[O:8])[CH:38]=[CH:37][N:36]=1

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 369825032-(benzyloxy)-5-bromo-N-(pyridin-3-yl)benzamideHCID 457857074-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine

生成物 1

HCID 699363995-(2-Amino-4-pyridinyl)-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

To a microwave vial was added 5-bromo-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide (may be prepared as described in example 2; 200 mg, 0.52 mmol), 1,4-dioxane (2 ml), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinamine (201 mg, 0.78 mmol), 1M sodium carbonate (1.04 ml, 1.04 mmol) and tetrakis(triphenylphosphine)palladium(0) (36.2 mg, 0.03 mmol). The vial was sealed and heated to 100° C. for 30 minutes under microwave conditions. The mixture was evaporated in vacuo and the residue was purified using the MDAP to yield the title compound. 41 mg.

後処理

  1. customThe vial was sealed
  2. customThe mixture was evaporated in vacuo
  3. customthe residue was purified

出典と根拠

ORDレコード
ord-ee8a86a25791445bacd6560f4fb44aa6
出典データセット
uspto-grants-2014_07
特許番号
US08778939B2

反応ノート

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