Diisopropylethylamine → HCID 71208954, 화합물

HRID 1887800노트

반응식

HRID 1887800 반응식
[Br:1][C:2]1[S:3][C:4]([C:7]([OH:9])=O)=[CH:5][N:6]=1.C(N(CC)C(C)C)(C)C.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.[NH2:46][CH2:47][C:48]1[C:57](=[O:58])[C:56]2[C:51](=[CH:52][C:53]([Cl:59])=[CH:54][CH:55]=2)[N:50]([C:60]2[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=2)[CH:49]=1>C(Cl)Cl>[Cl:59][C:53]1[CH:52]=[C:51]2[C:56]([C:57](=[O:58])[C:48]([CH2:47][NH:46][C:7]([C:4]3[S:3][C:2]([Br:1])=[N:6][CH:5]=3)=[O:9])=[CH:49][N:50]2[C:60]2[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=2)=[CH:55][CH:54]=1

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 27632102-Bromothiazole-5-carboxylic acidHCID 712083983-(aminomethyl)-7-chloro-1-phenylquinolin-4(1H)-one2회

생성물 1

HCID 71208954HCID 71208954, 화합물수율 93.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of 2-bromothiazole-5-carboxylic acid (241 mg, 1.16 mmol) and N,N-diisopropylethylamine (409 mg, 552 μL, 3.16 mmol) in methylene chloride was added (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) (559 mg, 1.26 mmol). After 15 min., 3-(aminomethyl)-7-chloro-1-phenylquinolin-4(1H)-one (intermediate D) (300 mg, 1.05 mmol) was added. The reaction mixture was stirred at room temperature. The mixture was diluted with CH2Cl2 and washed with water followed by 1N aqueous HCl and finally saturated aqueous sodium carbonate solution. The organic layer was dried (Na2SO4), filtered and concentrated. The product 2-bromo-thiazole-5-carboxylic acid (7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-amide (464 mg, 93%) was obtained without further purification.

후처리

  1. washwashed with water
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-915f40b7f8a144e9bf13b5a35675f697
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501732B2

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