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Triethylamine → N-[4-(2,4,6-Trimethylphenyl)-2-thiazolyl]-1-tert-butoxycarbonyl-indoline-2-carboxamide

HRID 2082407
ノート
印刷プレビュー

反応式

HRID 2082407 の反応式
[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][CH:9]1[C:17](O)=[O:18])=[O:7])([CH3:4])([CH3:3])[CH3:2].F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.C(N(CC)CC)C.Br.[NH2:55][C:56]1[S:57][CH:58]=[C:59]([C:61]2[C:66]([CH3:67])=[CH:65][C:64]([CH3:68])=[CH:63][C:62]=2[CH3:69])[N:60]=1>CN(C)C=O>[CH3:67][C:66]1[CH:65]=[C:64]([CH3:68])[CH:63]=[C:62]([CH3:69])[C:61]=1[C:59]1[N:60]=[C:56]([NH:55][C:17]([CH:9]2[CH2:10][C:11]3[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=3)[N:8]2[C:6]([O:5][C:1]([CH3:2])([CH3:4])[CH3:3])=[O:7])=[O:18])[S:57][CH:58]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 2794663Indoline-2-carboxylic acid, N-BOC protectedHCID 168963004-Mesitylthiazol-2-amine hydrobromide

生成物 1

HCID 21249482N-[4-(2,4,6-Trimethylphenyl)-2-thiazolyl]-1-tert-butoxycarbonyl-indoline-2-carboxamide収率 95%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

21 g of 1-tert-butoxycarbonyl-indoline-2-carboxylic acid, then 35.2 g of 1-benzotriazolyl-oxytris (dimethylamino)phosphonium hexafluorophosphate (BOP) and the 24.2 g of triethylamine are added successively to a solution of 23.5 g of 2-amino-4-(2,4,6-trimethylphenyl)thiazole hydrobromide in 250 ml of dimethylformamide. The reaction mixture is stirred at ambient temperature for 12 h. The solvent is then evaporated under reduced pressure and 150 ml of ethyl acetate are poured onto the residue. The organic solution is washed with a saturated aqueous NaCl solution and dried over anhydrous magnesium sulphate. The solid obtained after evaporation of the solvent is washed with diisopropyl ether. Yield: 95%.

後処理

  1. customThe solvent is then evaporated under reduced pressure and 150 ml of ethyl acetate
  2. additionare poured onto the residue
  3. washThe organic solution is washed with a saturated aqueous NaCl solution
  4. dry with materialdried over anhydrous magnesium sulphate
  5. customThe solid obtained
  6. customafter evaporation of the solvent
  7. washis washed with diisopropyl ether

出典と根拠

ORDレコード
ord-cb90ce2c511340eebdd2aa342fbc8693
出典データセット
uspto-grants-1993_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05189049

反応ノート

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