Sodium Carbonate → HCID 57221958、化合物

HRID 380001

反応式

HRID 380001 の反応式
[OH:1][C@H:2]([CH2:15][CH2:16][C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1)[C@H:3]([CH3:14])[O:4][C:5]1[CH:10]=[CH:9][C:8](B(O)O)=[CH:7][CH:6]=1.Br[C:24]1[C:29]([F:30])=[CH:28][C:27]([S:31]([NH2:34])(=[O:33])=[O:32])=[C:26]([F:35])[CH:25]=1.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.C(O)C>[F:30][C:29]1[CH:28]=[C:27]([S:31]([NH2:34])(=[O:32])=[O:33])[C:26]([F:35])=[CH:25][C:24]=1[C:8]1[CH:9]=[CH:10][C:5]([O:4][C@@H:3]([CH3:14])[C@H:2]([OH:1])[CH2:15][CH2:16][C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 27732934-Bromo-2,5-difluorobenzenesulfonamideHCID 54413593(1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid

生成物 1

HCID 57221958HCID 57221958、化合物収率 36.9%

試薬・触媒・溶媒 2

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

反応条件

温度
80 °C

実験手順

Prepared according to the method described in Example 12) from (1S,2R)-4-(2-hydroxy-1-methyl-4-pyridin-3-ylbutoxy)benzeneboronic acid (0.2 g, Example 33), 4-bromo-2,5-difluorobenzenesulfonamide (0.19 g, Example 37a)), ethanol (3 ml), 2M aqueous sodium carbonate (0.7 ml) and tetrakis(triphenylphosphine)palladium (0) (0.03 g) with heating at 80° C. for 3 hours. After work-up, the residue was purified by normal-phase HPLC eluting with a gradient of 0-25% ethanol in dichloromethane to give the title compound as a foam (0.11 g).

後処理

  1. customPrepared
  2. customAfter work-up, the residue was purified by normal-phase HPLC
  3. washeluting with a gradient of 0-25% ethanol in dichloromethane

出典と根拠

ORDレコード
ord-40aa2691177f42fb8a7f311de55bd7c5
出典データセット
uspto-grants-2001_10
特許番号
US06300352B1

関連ノート

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