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Pyridine → 6-[4-[N-acetyl-4-(acetyloxy)-L-prolylamino]phenyl]-1,2-dihydro-2-oxonicotinic acid

HRID 1106189
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HRID 1106189 반응식
[C:1]([N:4]1[CH2:27][CH:26]([OH:28])[CH2:25][C@H:5]1[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[NH:16][C:17](=[O:24])[C:18](=[CH:22][CH:23]=2)[C:19]([OH:21])=[O:20])=[CH:11][CH:10]=1)=[O:7])(=[O:3])[CH3:2].N1C=CC=CC=1.[C:35](OC(=O)C)(=[O:37])[CH3:36]>CO>[C:1]([N:4]1[CH2:27][CH:26]([O:28][C:35](=[O:37])[CH3:36])[CH2:25][C@H:5]1[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[NH:16][C:17](=[O:24])[C:18](=[CH:22][CH:23]=2)[C:19]([OH:21])=[O:20])=[CH:11][CH:10]=1)=[O:7])(=[O:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 130021066-[4-(N-acetyl-4-hydroxy-L-prolylamino)phenyl]-1,2-dihydro-2-oxonicotinic acid

생성물 1

HCID 130021086-[4-[N-acetyl-4-(acetyloxy)-L-prolylamino]phenyl]-1,2-dihydro-2-oxonicotinic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 29.9 g (0.078 mol) of the above pyridone acid, 120 ml of pyridine, and 60 ml of acetic anhydride is stirred overnight at room temperature. The solution is cooled and upon adding methanol, a precipitate forms. The mixture is cooled and then filtered and the solid is air dried. The solid is recrystallized from 1800 ml of 20% water in methanol and dried at 50° under vacuum to give 21.1 g of 6-[4-[N-acetyl-4-(acetyloxy)-L-prolylamino]phenyl]-1,2-dihydro-2-oxonicotinic acid; [α]D23 +17.3° (cl, 75% DMF/pyridine).

후처리

  1. temperatureThe solution is cooled
  2. temperatureThe mixture is cooled
  3. filtrationfiltered
  4. customdried
  5. customThe solid is recrystallized from 1800 ml of 20% water in methanol
  6. customdried at 50° under vacuum

출처 및 근거

ORD 기록
ord-3d483a8947f944bcb02188e70e01b6c9
출처 데이터셋
uspto-grants-1982_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04311698

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