Diisopropylethylamine → HCID 178431661、化合物

HRID 539614ノート

反応式

HRID 539614 の反応式
C([NH:5][S:6]([CH2:9][CH:10]([NH2:18])[C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)(=[O:8])=[O:7])(C)(C)C.FC1C=CC=C(F)C=1O[C:23]1[O:24][C:25]([CH3:34])([CH3:33])[C:26]([CH3:32])([CH3:31])[S:27](=[O:30])(=[O:29])[N:28]=1.C(N(CC)C(C)C)(C)C>ClCCl.C(OCC)(=O)C>[F:17][C:14]1[CH:13]=[CH:12][C:11]([CH:10]([NH:18][C:23]2[O:24][C:25]([CH3:34])([CH3:33])[C:26]([CH3:32])([CH3:31])[S:27](=[O:30])(=[O:29])[N:28]=2)[CH2:9][S:6]([NH2:5])(=[O:7])=[O:8])=[CH:16][CH:15]=1

参加物

6

反応物 3

HCID 81531DiisopropylethylamineHCID 68287917N-(tert-Butyl)-2-amino-2-(4-fluorophenyl)ethanesulfonamideHCID 867054542-(2,6-Difluorophenoxy)-5,5,6,6-tetramethyl-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide

生成物 1

HCID 178431661HCID 178431661、化合物収率 34.9%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

50 mg of N-(tert-Butyl)-2-amino-2-(4-fluorophenyl)ethanesulfonamide enantiomer 1 and 58 mg of 2-(2,6-difluorophenoxy)-5,5,6,6-tetramethyl-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide were dissolved in 1 ml of dichloromethane, and the mixture was stirred at room temperature for 5 hours. The completeness of the conversion was checked by LCMS. Since no conversion had taken place yet, 60 μl of N,N-diisopropylethylamine were added and the mixture was stirred at room temperature overnight. The reaction solution was diluted with 20 ml of ethyl acetate and washed with 10 ml of 0.1 N hydrochloric acid and 10 ml of saturated aqueous sodium chloride solution. The organic phase was dried over MgSO4 and concentrated by rotary evaporation. The residue was dissolved in 1 ml of trifluoroacetic acid and dissolved at room temperature for 20 hours. After the removal of the solvent under reduced pressure, the crude product was purified in a purification laboratory by means of preparative HPLC. After lyophilization of the product-containing fractions, the product (25.8 mg) was obtained with a molecular weight of 407.5 g/mol (C15H22FN3O5S); MS (ESI): m/e=408 (M+H+).

後処理

  1. stirringthe mixture was stirred at room temperature overnight
  2. washwashed with 10 ml of 0.1 N hydrochloric acid and 10 ml of saturated aqueous sodium chloride solution
  3. dry with materialThe organic phase was dried over MgSO4
  4. concentrationconcentrated by rotary evaporation
  5. dissolutionThe residue was dissolved in 1 ml of trifluoroacetic acid
  6. dissolutiondissolved at room temperature for 20 hours
  7. customAfter the removal of the solvent under reduced pressure
  8. customthe crude product was purified in a purification laboratory by means of preparative HPLC

出典と根拠

ORDレコード
ord-90fb0db4c2a64d00b8549f41d2619989
出典データセット
uspto-grants-2014_10
特許番号
US08871758B2

反応ノート

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