Butyl isocyanate → 5-n-butylaminocarbonyloxy-6-(7-chloro-1,8-naphthyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine

HRID 2083748노트

반응식

HRID 2083748 반응식
[Cl:1][C:2]1[N:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([N:12]3[CH:20]([OH:21])[C:19]4[C:14](=[N:15][CH:16]=[CH:17][CH:18]=4)[C:13]3=[O:22])=[N:9]2)=[CH:4][CH:3]=1.[CH2:23]([N:27]=[C:28]=[O:29])[CH2:24][CH2:25][CH3:26].C(N(CC)CC)C>C(#N)C.C(N(CC)CC)C>[CH2:23]([NH:27][C:28]([O:21][CH:20]1[C:19]2[C:14](=[N:15][CH:16]=[CH:17][CH:18]=2)[C:13](=[O:22])[N:12]1[C:8]1[CH:7]=[CH:6][C:5]2[C:10](=[N:11][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:9]=1)=[O:29])[CH2:24][CH2:25][CH3:26]

참가 물질

6

반응물 3

HCID 8110Butyl isocyanate2회HCID 8471TriethylamineHCID 22754749HCID 22754749, 화합물

생성물 1

HCID 227547335-n-butylaminocarbonyloxy-6-(7-chloro-1,8-naphthyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine

시약·촉매·용매 2

HCID 8471Triethylamine촉매HCID 6342Acetonitrile용매

실험 절차

A suspension of 6-(7-chloro-1,8-naphthyridin-2-yl)-5-hydroxy-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine (1 g.) in acetonitrile (100 cc.) containing n-butyl isocyanate (7.25 cc.) and triethylamine (0.5 cc.) is heated at the reflux temperature for 3 hours. n-Butyl isocyanate (2.9 cc.) and triethylamine (2 drops) are then added and heating at the reflux temperature is continued for a further 30 minutes. After concentrating the mixture to dryness under reduced pressure (40 mm.Hg), the residue is triturated with diisopropyl ether (10 cc.). The precipitate is filtered off and recrystallised from acetonitrile (41 cc.) to give 5-n-butylaminocarbonyloxy-6-(7-chloro-1,8-naphthyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine (0.8 g.) melting at 215° C.

후처리

  1. temperatureis heated at the reflux temperature for 3 hours
  2. temperatureheating at the reflux temperature
  3. concentrationAfter concentrating the mixture to dryness under reduced pressure (40 mm.Hg)
  4. customthe residue is triturated with diisopropyl ether (10 cc.)
  5. filtrationThe precipitate is filtered off
  6. customrecrystallised from acetonitrile (41 cc.)

출처 및 근거

ORD 기록
ord-fd9a07dcda694b72a1af5d1a2a9fc114
출처 데이터셋
uspto-grants-1978_04
특허 번호
US04086348

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