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HCID 59699605, 화합물 → HCID 59699556, 화합물

HRID 901243
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HRID 901243 반응식
COC1C=CC(C[N:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][N:16]=3)[C:11]([Cl:18])=[C:10]([C:19]#[N:20])[C:9]2=[O:21])=CC=1>C(O)(C(F)(F)F)=O>[Cl:18][C:11]1[C:12]2[C:17](=[N:16][CH:15]=[CH:14][CH:13]=2)[NH:8][C:9](=[O:21])[C:10]=1[C:19]#[N:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 59699605HCID 59699605, 화합물

생성물 1

HCID 59699556HCID 59699556, 화합물수율 95.8%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

A solution of 1-(4-methoxybenzyl)-4-chloro-1,2-dihydro-2-oxo-1,8-naphthyridine-3-carbonitrile (32) (326 mg, 1 mmol) in TFA was refluxed for 24 h. The solution was cooled and excess TFA was distilled off under reduced pressure. The residue was taken in water, basified by solid NaHCO3 and filtered. The solids were washed with excess water and dried to yield 197 mg (95%) of 4-chloro-2-oxo-1,2-dihydro-[1,8]-naphthyridine-3-carbonitrile (31) as white solids. MP: 310° C.; 1H-NMR (DMSO-d6): δ 7.58 (dd, J=4.4, 8.0 Hz, 1H), 8.50 (d, J=2.0, 8.0 Hz, 1H), 8.83 (dd, J=4.4, 1.6 Hz, 1H), 13.03 (s, 1H); EIMS: 206 (M+1).

후처리

  1. temperatureThe solution was cooled
  • distillationexcess TFA was distilled off under reduced pressure
  • filtrationfiltered
  • washThe solids were washed with excess water
  • customdried
  • 출처 및 근거

    ORD 기록
    ord-ed83c6c2770e4549810a41ec0720540e
    출처 데이터셋
    uspto-grants-2008_04
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07361760B2

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