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Dimethylformamide dimethyl acetal → ethyl 3-cyano-2-[(E)-dimethylaminomethylideneamino]-5,7-dihydro-4H-furo[2,3-c]pyridine-6-carboxylate

HRID 38533
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HRID 38533 반응식
[NH2:1][C:2]1[O:15][C:5]2[CH2:6][N:7]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:8][CH2:9][C:4]=2[C:3]=1[C:16]#[N:17].CO[CH:20](OC)[N:21]([CH3:23])[CH3:22]>>[C:16]([C:3]1[C:4]2[CH2:9][CH2:8][N:7]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:6][C:5]=2[O:15][C:2]=1/[N:1]=[CH:20]/[N:21]([CH3:23])[CH3:22])#[N:17]
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참가 물질

3

반응물 2

HCID 78373Dimethylformamide dimethyl acetalHCID 58116828Ethyl 2-amino-3-cyano-4,7-dihydrofuro[2,3-c]pyridine-6(5H)-carboxylate

생성물 1

HCID 58116902ethyl 3-cyano-2-[(E)-dimethylaminomethylideneamino]-5,7-dihydro-4H-furo[2,3-c]pyridine-6-carboxylate수율 98.2%

실험 절차

Ethyl 2-amino-3-cyano-4,7-dihydrofuro[2,3-c]pyridine-6(5H)-carboxylate from Example 36A (7.00 g, 29.8 mmol) was heated in dimethylformamide dimethylacetal (14.7 mL, 110 mmol) for 30 min to 110° C. The mixture was then concentrated in vacuo, and the residue was triturated with petroleum ether, the solvent was decanted, and the trituration was repeated. The remaining solid was then triturated with diethyl ether/petroleum ether (1:1), and the precipitate was collected by suction filtration to yield 8.5 g (98%) of the title compound.

후처리

  1. concentrationThe mixture was then concentrated in vacuo
  2. customthe residue was triturated with petroleum ether
  3. customthe solvent was decanted
  4. customThe remaining solid was then triturated with diethyl ether/petroleum ether (1:1)
  5. filtrationthe precipitate was collected by suction filtration

출처 및 근거

ORD 기록
ord-cd6a9ede643640a1a846cbef67ddd10c
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08524722B2

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