Hydrochloric Acid → HCID 178517557, 화합물

HRID 1295682

반응식

HRID 1295682 반응식
C(O[C:4](=[O:20])[CH:5]([C:11]1[C:16]([F:17])=[CH:15][C:14]([F:18])=[CH:13][C:12]=1[F:19])[C:6]([O:8]CC)=O)C.Cl.[N:22]1[CH:27]=[CH:26][N:25]=[CH:24][C:23]=1[C:28]([NH2:30])=[NH:29].C(=O)([O-])[O-].[K+].[K+].Cl>COCCOCCOC.C(O)(=O)C.O>[N:22]1[CH:27]=[CH:26][N:25]=[CH:24][C:23]=1[C:28]1[N:30]=[C:4]([OH:20])[C:5]([C:11]2[C:12]([F:19])=[CH:13][C:14]([F:18])=[CH:15][C:16]=2[F:17])=[C:6]([OH:8])[N:29]=1

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 470895Pyrazine-2-carboxamidine hydrochlorideHCID 2782662Propanedioic acid, 2-(2,4,6-trifluorophenyl)-, 1,3-diethyl ester

생성물 1

HCID 178517557HCID 178517557, 화합물수율 69%

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 962Water용매HCID 8150Diglyme용매

반응 조건

온도
120 °C

실험 절차

A mixture of 2-(2,4,6-trifluoro-phenyl)-malonic acid diethyl ester (200 g, 0.67 mol), pyrazine-2-carboxamidine hydrochloride (132 g, 0.828 mol) and potassium carbonate (114 g, 0.828 mol) in 2-methyoxyethyl ether (diglyme, 600 mL) is heated to 120° C. and stirred for 4 h, then heated to 140° C. and stirred for an additional 2 h. The mixture is cooled to room temperature (25–30° C.) and water (1200 mL) is added over about 15 min. Acetic acid (50 g) is added over 15 min. and 82 ml of concentrated HCl is added over 15 min and the mixture is stirred for about 15 min. at room temperature at a pH of about 2–3. The solid is filtered and washed with water (2×400 mL) and isopropyl alcohol (IPA) (400 mL) and dried at 60° C./10 mmHg for 24 h to give a white solid 69% yield with 95% HPLC purity. 1H NMR (DMSO-d6): d 12.45 (bs, 2H), 9.41(s,1H), 8.91(s,1H), 8.46(m, 1H), 7.23(m, 2H).

후처리

  1. temperatureheated to 140° C.
  2. stirringstirred for an additional 2 h
  3. additionis added over about 15 min
  4. stirringthe mixture is stirred for about 15 min. at room temperature at a pH of about 2–3
  5. filtrationThe solid is filtered
  6. washwashed with water (2×400 mL) and isopropyl alcohol (IPA) (400 mL)
  7. customdried at 60° C./10 mmHg for 24 h

출처 및 근거

ORD 기록
ord-f69279b0fec646fe9eefb2beaece9634
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244736B2

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