Hydrochloric Acid → HCID 178517557、化合物

HRID 1295682

反応式

HRID 1295682 の反応式
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

参加物

8

反応物 4

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

生成物 1

HCID 178517557HCID 178517557、化合物収率 69%

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 962Water溶媒HCID 8150Diglyme溶媒

反応条件

温度
120 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f69279b0fec646fe9eefb2beaece9634
出典データセット
uspto-grants-2007_07
特許番号
US07244736B2

関連ノート

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