Potassium Carbonate → (2-{[4-Chloro-3-(6-chloro-4-methyl-pyridin-3-yl)-benzoyl]-methyl-amino}-phenoxy)-acetic acid methyl ester

HRID 448865

反応式

HRID 448865 の反応式
[CH3:1][O:2][C:3](=[O:32])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N:12]([C:14](=[O:31])[C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[C:17](B2OC(C)(C)C(C)(C)O2)[CH:16]=1)[CH3:13].Br[C:34]1[C:35]([CH3:41])=[CH:36][C:37]([Cl:40])=[N:38][CH:39]=1.C([O-])([O-])=O.[K+].[K+]>O1CCOCC1.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>[CH3:1][O:2][C:3](=[O:32])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N:12]([C:14](=[O:31])[C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([C:34]2[CH:39]=[N:38][C:37]([Cl:40])=[CH:36][C:35]=2[CH3:41])[CH:16]=1)[CH3:13]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 27344275-Bromo-2-chloro-4-methylpyridineHCID 68601770(2-{[4-Chloro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoyl]-methyl-amino}-phenoxy)-acetic acid methyl ester

生成物 1

HCID 59370345(2-{[4-Chloro-3-(6-chloro-4-methyl-pyridin-3-yl)-benzoyl]-methyl-amino}-phenoxy)-acetic acid methyl ester

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
95 °C

実験手順

A mixture of (2-{[4-chloro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoyl]-methyl-amino}-phenoxy)-acetic acid methyl ester (45 mg, 0.11 mmol), 5-bromo-2-chloro-4-methyl-pyridine (25 mg, 0.12 mmol), Pd(PPh3)4 (6.5 mg, 0.0056 mmol), and K2CO3 (38 mg, 0.28 mmol) in dioxane (600 ul), was heated at 95° C. for 12 hrs. The mixture was purified after a filtration by prep. LCMS to yield (2-{[4-chloro-3-(6-chloro-4-methyl-pyridin-3-yl)-benzoyl]-methyl-amino}-phenoxy)-acetic acid methyl ester 3-1. MS [M+H]+: 459.0; tR=7.70 min; (method 2)

後処理

  1. customThe mixture was purified
  2. filtrationafter a filtration by prep

出典と根拠

ORDレコード
ord-ff79a4ea96ae4464ab9728c1f21ae768
出典データセット
uspto-grants-2013_07
特許番号
US08481738B2

関連ノート

読み込み中…