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Hydrochloric Acid → 2-(4'-Methoxy-biphenyl-4-sulfonylamino)-3-methyl-butyric Acid Tert-butyl Ester

HRID 1292247
ノート
印刷プレビュー

反応式

HRID 1292247 の反応式
[C:1]([O:5][C:6](=[O:22])[CH:7]([NH:11][S:12]([C:15]1[CH:20]=[CH:19][C:18](Br)=[CH:17][CH:16]=1)(=[O:14])=[O:13])[CH:8]([CH3:10])[CH3:9])([CH3:4])([CH3:3])[CH3:2].[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28](B(O)O)=[CH:27][CH:26]=1.C(=O)([O-])[O-].[Na+].[Na+].Cl>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(OCC)(=O)C>[C:1]([O:5][C:6](=[O:22])[CH:7]([NH:11][S:12]([C:15]1[CH:20]=[CH:19][C:18]([C:28]2[CH:29]=[CH:30][C:25]([O:24][CH3:23])=[CH:26][CH:27]=2)=[CH:17][CH:16]=1)(=[O:14])=[O:13])[CH:8]([CH3:10])[CH3:9])([CH3:4])([CH3:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 201262(4-Methoxyphenyl)boronic acidHCID 54389295HCID 54389295、化合物

生成物 1

HCID 702120142-(4'-Methoxy-biphenyl-4-sulfonylamino)-3-methyl-butyric Acid Tert-butyl Ester

試薬・触媒・溶媒 3

HCID 178418397
HCID 178418397、化合物
触媒
HCID 1140Toluene溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

A solution of the 4-bromobenzenesulfonamide derivative (1 g, 2.64 mmol) prepared in Step (a) and 4-methoxybenzeneboronic acid (0.48 g, 3.17 mmol) in toluene (10 mL) was treated with tetrakis(triphenylphosphine)palladium(0) (0.15 g, 0.1 mmol) and aqueous sodium carbonate (0.5 g/5 mL H2O), respectively. The reaction mixture was refluxed for 3 hours, then cooled to room temperature. Ethyl acetate (25 mL) and aqueous HCl (1M, 25 mL) were added, the layers separated, and the organic portion was dried (MgSO4), filtered, and the filtrate was concentrated in vacuo. The resulting solid was triturated with hexane/ethyl acetate (3:1) and was collected by filtration. Yield: 0.68 g (62%);

後処理

  1. temperatureThe reaction mixture was refluxed for 3 hours
  2. customthe layers separated
  3. dry with materialthe organic portion was dried (MgSO4)
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated in vacuo
  6. customThe resulting solid was triturated with hexane/ethyl acetate (3:1)
  7. filtrationwas collected by filtration

出典と根拠

ORDレコード
ord-fd540a544afe4430a7a3fb1ef779d0da
出典データセット
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05756545

反応ノート

読み込み中…

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