Water → 3-(5-Chloro-2-methoxyphenyl)pyridin-4-amine

HRID 634547ノート

反応式

HRID 634547 の反応式
I[C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[NH2:8].[Cl:9][C:10]1[CH:11]=[CH:12][C:13]([O:19][CH3:20])=[C:14](B(O)O)[CH:15]=1.C([O-])([O-])=O.[K+].[K+].O>C1(C)C=CC=CC=1.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.C(O)C>[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([O:19][CH3:20])=[C:12]([C:2]2[CH:3]=[N:4][CH:5]=[CH:6][C:7]=2[NH2:8])[CH:11]=1

参加物

8

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 15165104-Amino-3-iodopyridineHCID 27357515-Chloro-2-methoxyphenylboronic acid

生成物 1

HCID 509670043-(5-Chloro-2-methoxyphenyl)pyridin-4-amine

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 702Ethanol溶媒HCID 1140Toluene溶媒

実験手順

3-iodopyridin-4-amine (2.2 g, 10 mmol), (5-chloro-2-methoxyphenyl)boronic acid (1.86 g, 10 mmol) and, and K2CO3 (4.2 g, 30 mmol) were mixed in 50 mL of toluene, 5 mL of deionized water and 5 mL of ethanol. To the solution was bubbled with nitrogen for 15 min. Pd(PPh3)4 (0.23 g, 0.2 mmol) was then added. The mixture was refluxed overnight under nitrogen. After cooling, the aqueous layer was removed and the organic layer was then concentrated. The residue was then purified by column chromatography using ethyl acetate as the eluent. 2.0 g (85%) of product was collected as the product.

後処理

  1. customTo the solution was bubbled with nitrogen for 15 min
  2. temperatureThe mixture was refluxed overnight under nitrogen
  3. temperatureAfter cooling
  4. customthe aqueous layer was removed
  5. concentrationthe organic layer was then concentrated
  6. customThe residue was then purified by column chromatography
  7. custom2.0 g (85%) of product was collected as the product

出典と根拠

ORDレコード
ord-638d4d080b8c4ebf93b1589b2afe3f2d
出典データセット
uspto-grants-2016_04
特許番号
US09324949B2

反応ノート

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