Sodium Carbonate → HCID 178489343、化合物

HRID 2196568ノート

反応式

HRID 2196568 の反応式
CC1(C)C(C)(C)OB([C:9]2[CH:10]=[C:11]([CH:32]=[CH:33][CH:34]=2)[CH2:12][N:13]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:14][CH2:15][N:16]([CH3:24])C(=O)OC(C)(C)C)O1.Br[C:37]1[CH:53]=[C:52]([CH3:54])[C:40]2[NH:41][C:42]([C:44]3[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=3[O:50][CH3:51])=[N:43][C:39]=2[CH:38]=1.[C:55](=[O:58])([O-])[O-:56].[Na+].[Na+]>COCCOC.O.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>[CH3:51][O:50][C:45]1[CH:46]=[CH:47][CH:48]=[CH:49][C:44]=1[C:42]1[NH:41][C:40]2[C:52]([CH3:54])=[CH:53][C:37]([C:9]3[CH:10]=[C:11]([CH:32]=[CH:33][CH:34]=3)[CH2:12][N:13]([CH2:14][CH2:15][NH:16][CH2:24][C:55]([O:56][C:11]([CH3:32])([CH3:12])[CH3:10])=[O:58])[C:25](=[O:26])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])=[CH:38][C:39]=2[N:43]=1

参加物

7

反応物 3

HCID 10340Sodium CarbonateHCID 69095178HCID 69095178、化合物HCID 178489342HCID 178489342、化合物

生成物 1

HCID 178489343HCID 178489343、化合物収率 97%

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒HCID 80711,2-Dimethoxyethane溶媒

反応条件

温度
80 °C

実験手順

To a solution of 158 (0.165 g, 0.336 mmol) in DME (1.5 mL) and water (0.5 mL) was added 159 (0.107 g, 0.336 mmol), sodium carbonate (0.107 g, 1.009 mmol) followed by Pd(Ph3P)4 (0.025 g, 0.022 mmol). The reaction mixture was degassed with nitrogen and heated to 80° C. for 16 hours. After the usual work-up the crude material was purified by silica gel chromatography (Biotage 25M, 20 to 30 to 50% ethyl acetate in hexanes) to give 160 (97.7 mg, 0.163 mmol, 48.3% yield) as yellow crusty solid. LRMS (ESI): (calc.) 600.7 (found) 601.5 (MH)+.

後処理

  1. customThe reaction mixture was degassed with nitrogen
  2. customAfter the usual work-up the crude material was purified by silica gel chromatography (Biotage 25M, 20 to 30 to 50% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-0cd01431ac83472a80fa748e2e439786
出典データセット
uspto-grants-2012_12
特許番号
US08338437B2

反応ノート

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