Acetonitrile → N-(7-methoxy-1,8-naphthyridin-2-yl)-4-ethoxybenzamide

HRID 235843

반응식

HRID 235843 반응식
[CH2:1]([O:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=O)=[CH:6][CH:5]=1)[CH3:2].[NH2:13][C:14]1[CH:23]=[CH:22][C:21]2[C:16](=[N:17][C:18]([O:24][CH3:25])=[CH:19][CH:20]=2)[N:15]=1.C(#N)C>O>[CH3:25][O:24][C:18]1[N:17]=[C:16]2[C:21]([CH:22]=[CH:23][C:14]([NH:13][C:8](=[O:10])[C:7]3[CH:6]=[CH:5][C:4]([O:3][CH2:1][CH3:2])=[CH:12][CH:11]=3)=[N:15]2)=[CH:20][CH:19]=1

참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 120934-Ethoxybenzoic acidHCID 217930277-methoxy-1,8-Naphthyridin-2-amine

생성물 1

HCID 20217554N-(7-methoxy-1,8-naphthyridin-2-yl)-4-ethoxybenzamide수율 67.7%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
4 °C

실험 절차

The procedure is similar to that described in Example 1, but starting with 4-ethoxybenzoic acid (8 g), N,N'-carbonyldiimidazole (7.8 g) and 2-amino-7-methoxy-1,8-naphthyridine (5.6 g). The product produced by precipitation in water (9.4 g; m.p. 74° C.) is dissolved in boiling acetonitrile (94 cc). After 3 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with acetonitrile (3×20 cc) and dried at 30° C. under reduced pressure (0.067 kPa). N-(7-methoxy-1,8-naphthyridin-2-yl)-4-ethoxybenzamide (7 g) is produced, m.p. 145° C.

후처리

  1. dissolutionis dissolved
  2. customthe crystallised solid is separated by filtration
  3. washwashed with acetonitrile (3×20 cc)
  4. customdried at 30° C. under reduced pressure (0.067 kPa)

출처 및 근거

ORD 기록
ord-5cc7a14a75ef4fc98a49b3b98d004259
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04642308

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