Hydrochloric Acid → Diethyl 4-(2-Aminoethoxy)pyridine-2,6-dicarboxylate Hydrochloride

HRID 2173754노트

반응식

HRID 2173754 반응식
C(OC([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[C:16]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:15]=[C:14]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:13]=1)=O)(C)(C)C.[ClH:28]>O1CCOCC1>[ClH:28].[NH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[C:16]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:15]=[C:14]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:13]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 57570882Diethyl 4-(2-tert-butoxycarbonylamino-ethoxy)-pyridine-2,6-dicarboxylate

생성물 1

HCID 66713944Diethyl 4-(2-Aminoethoxy)pyridine-2,6-dicarboxylate Hydrochloride

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

To a solution of 2.64 g of diethyl 4-(2-tert-butoxycarbonylamino-ethoxy)-pyridine-2,6-dicarboxylate (described on page 101 of WO 07085930) in 27 ml of dioxane was added 20.7 ml of 4N hydrochloric acid in dioxane. The mixture was stirred for about 20 hours at room temperature and then concentrated under reduced pressure. The evaporation residue was taken up in about 70 ml of dioxane, and then concentrated again under reduced pressure. The operation was repeated 3×. The mixture was taken up in 50 ml of tert-butyl methyl ether and the suspension obtained was filtered through a sinter of porosity 4. The cake was washed with tert-butyl methyl ether, and dried in a desiccator under reduced pressure at room temperature. 2 g of diethyl 4-(2-amino-ethoxy)-pyridine-2,6-dicarboxylate monohydrochloride were obtained. 1H NMR (400 MHz, DMSO-ds): 1.35 (t, J=7.2 Hz, 6H); 3.26 (m, 2H); 4.39 (q, J=7.2 Hz, 4H); 4.45 (m, 2H); 7.77 (s, 2H); 8.16 (broad m, 3H). LC/MS (C): tr=2.39 min; [M+H]+: m/z 283.

후처리

  1. concentrationconcentrated under reduced pressure
  2. concentrationconcentrated again under reduced pressure
  3. customthe suspension obtained
  4. filtrationwas filtered through a sinter of porosity 4
  5. washThe cake was washed with tert-butyl methyl ether
  6. customdried in a desiccator under reduced pressure at room temperature

출처 및 근거

ORD 기록
ord-35066c908c3b41818a9a50525c7e3797
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09056914B2

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