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1,2-Dichloroethane → 3-(5-5,6,7,8-Tetrahydro-[1,8]naphthyridin-2-yl-pentanoylamino)-propionic acid

HRID 1004261
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HRID 1004261 반응식
Cl.[N:2]1[C:11]2[NH:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[CH:4][C:3]=1[CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=O.C(Cl)CCl.C1C=CC2N([OH:32])N=NC=2C=1.C[N:34]1[CH2:39][CH2:38]OCC1.CN([CH:43]=[O:44])C>C(OCC)(=O)C>[N:2]1[C:11]2[NH:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[CH:4][C:3]=1[CH2:12][CH2:13][CH2:14][CH2:15][C:16]([NH:34][CH2:39][CH2:38][C:43]([OH:44])=[O:32])=[O:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 6228DimethylformamideHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 697750595-(5,6,7,8-Tetrahydro-1,8-naphthyridin-2-yl)pentanoic acid hydrochloride

생성물 1

HCID 99011043-(5-5,6,7,8-Tetrahydro-[1,8]naphthyridin-2-yl-pentanoylamino)-propionic acid

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A mixture of acid 1-6 (10.8 mg, 0.04 mmol), EDC (7.7 mg, 0.04 mmol), HOBT (5.4 mg, 0.04 mmol) and NMM (0.026 mL, 0.24 mmol) in DMF (1 mL) was agitated until clear solution. After 30 minutes, amine 12-1 was added. The solution was agitated for one minute and then let stand for 18 h. The solution was diluted with ethyl acetate, washed with sat. NaHCO3 and H2O. Following evaporative removal of the solvent, the residue was dissolved in 90:10 TFA/H2O (1 ml). After 2 h, the solvents were evaporated to give acid 12-2.

후처리

  1. stirringThe solution was agitated for one minute
  2. waitlet stand for 18 h
  3. washwashed with sat. NaHCO3 and H2O
  4. customremoval of the solvent
  5. dissolutionthe residue was dissolved in 90:10 TFA/H2O (1 ml)
  6. waitAfter 2 h
  7. customthe solvents were evaporated

출처 및 근거

ORD 기록
ord-935506d683a04ad3b3221a270e67b742
출처 데이터셋
uspto-grants-2000_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06048861

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