Formic Acid → tert-Butyl (4-Cyano-2-(methylsulfonyl)phenyl)(phenylsulfonyl)methylcarbamate

HRID 59648

反応式

HRID 59648 の反応式
[CH:1](O)=O.[C:4](=[O:11])([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])[NH2:5].C([C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][C:15]=1[S:22]([CH3:25])(=[O:24])=[O:23])=O.[C:26]1([S:32]([O-:34])=[O:33])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[Na+]>C1COCC1.O>[C:18]([C:17]1[CH:20]=[CH:21][C:14]([N:5]([CH2:1][S:32]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)(=[O:34])=[O:33])[C:4](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[C:15]([S:22]([CH3:25])(=[O:23])=[O:24])[CH:16]=1)#[N:19]

参加物

7

反応物 4

HCID 284Formic AcidHCID 77922tert-Butyl carbamateHCID 2723840Benzenesulfinic acid, sodium saltHCID 581337504-Formyl-3-(methylsulfonyl)benzonitrile

生成物 1

HCID 86732345tert-Butyl (4-Cyano-2-(methylsulfonyl)phenyl)(phenylsulfonyl)methylcarbamate

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

Formic acid (6.2 mL, 164 mmol) is added to a mixture of tert-butyl carbamate (3.05 g, 26.0 mmol), 4-formyl-3-(methylsulfonyl)benzonitrile (5.44 g, 26.0 mmol, preparation according to WO09080199) and sodium benzenesulfinate (4.27 g, 26.0 mmol) in THF (10.0 mL) and water (25.0 mL) and the reaction mixture is stirred at room temperature for 4 days. Water (30 mL) is added and the precipitate is filtered off, washed with water and acetonitrile and dried. Yield: 5.10 g. ESI mass spectrum: [M+H]+=451; Retention time HPLC: 0.59 min (X012_S01).

後処理

  1. filtrationthe precipitate is filtered off
  2. washwashed with water and acetonitrile
  3. customdried
  4. custom0.59 min (X012_S01)

出典と根拠

ORDレコード
ord-582eeaa3a7854d5db29ff3a2da6a047e
出典データセット
uspto-grants-2016_09
特許番号
US09440930B2

関連ノート

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