Cyclopentylacetic acid → HCID 86714411, 화합물

HRID 1750198

반응식

HRID 1750198 반응식
[CH:1]1([CH2:6][C:7]([OH:9])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.C1C=CC2N(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>CN(C=O)C.O.C(Cl)CCl>[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][CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)[CH:33]=1

참가 물질

8

반응물 4

HCID 71606Cyclopentylacetic acidHCID 757711-HydroxybenzotriazoleHCID 81531Diisopropylethylamine2회HCID 61311526Methyl 3-amino-4-(pentan-3-ylamino)benzoate

생성물 1

HCID 86714411HCID 86714411, 화합물수율 73%

시약·촉매·용매 3

HCID 111,2-Dichloroethane용매HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 16.41 g of cyclopentyl-acetic acid in 600 ml of dry DMF 17.30 g of HOBT, 24.54 g of EDC and 30 ml of DIPEA were added at 0° C. After 1 h 27.51 g of 3-amino-4-(1-ethyl-propylamino)-benzoic acid methyl ester and 30 ml of DIPEA were added and the reaction was stirred at rt for 16 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. The crude product was purified by crystallization from diisopropylether to yield 29.35 g (73%) of 3-(2-cyclopentyl-acetylamino)-4-(1-ethyl-propylamino)-benzoic acid methyl ester as an off-white solid.

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
  5. customThe crude product was purified by crystallization from diisopropylether

출처 및 근거

ORD 기록
ord-1567141a3c60491ca2bdef57e9697e97
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156796B2

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