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

HRID 1531591
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HRID 1531591 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

21 g of 1-tert-butoxycarbonyl-indoline-2-carboxylic acid, then 35.2 g of 1-benzotriazolyl-oxytris (dimethylamino)phosphonium hexafluorophosphate (BOP) and the then 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%.

후처리

  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

출처 및 근거

ORD 기록
ord-0c5122198e3a4eed9b38fbfde60d31a1
출처 데이터셋
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
USRE037094E1

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