Diisopropylethylamine → HCID 86714421, 화합물

HRID 1750210노트

반응식

HRID 1750210 반응식
[S:1]1[C:5]([CH2:6][C:7]([OH:9])=O)=[CH:4][N:3]=[CH:2]1.C1C=NC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.[CH3:29][O:30][C:31](=[O:45])[C:32]1[CH:37]=[CH:36][C:35]([NH:38][CH:39]([CH2:42][CH3:43])[CH2:40][CH3:41])=[C:34]([NH2:44])[CH:33]=1>O.C(Cl)CCl.CN(C=O)C>[CH3:29][O:30][C:31](=[O:45])[C:32]1[CH:37]=[CH:36][C:35]([NH:38][CH:39]([CH2:40][CH3:41])[CH2:42][CH3:43])=[C:34]([NH:44][C:7](=[O:9])[CH2:6][C:5]2[S:1][CH:2]=[N:3][CH:4]=2)[CH:33]=1

참가 물질

8

반응물 4

HCID 81531Diisopropylethylamine2회HCID 181649HOAtHCID 3494395-Thiazoleacetic acidHCID 61311526Methyl 3-amino-4-(pentan-3-ylamino)benzoate

생성물 1

HCID 86714421HCID 86714421, 화합물수율 85.6%

시약·촉매·용매 3

HCID 111,2-Dichloroethane용매HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 1.00 g of Thiazol-5-yl-acetic acid in 17 nil of dry DMF 0.48 g of HOAT, 1.61 g of EDC and 2.3 ml of DIPEA were added at 0° C. After 30 min 1.65 g of 3-Amino-4-(1-ethyl-propylamino)-benzoic acid methyl ester were added, followed by the addition of 2 ml of DIPEA and the reaction was stirred at it for 48 h. The reaction was then poured into water and extracted with ethyl acetate three times. The combined organic phases were washed with saturated aqueous sodium bicarbonate solution and brine, dried over magnesium sulphate and concentrated to obtain 2.16 g (85%) of 4-(1-Ethyl-propylamino)-3-(2-thiazol-5-yl-acetylamino)-benzoic acid methyl ester, which was used without further purification.

후처리

  1. extractionextracted with ethyl acetate three times
  2. washThe combined organic phases were washed with saturated aqueous sodium bicarbonate solution and brine
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-020405a5462942888d9e9ae400e6b484
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156796B2

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