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Tetrahydrofuran → N-{3-[5-(2-fluoro-4-iodophenylamino)-3-(4-methoxybenzyl)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]-phenyl}-acetamide

HRID 75677
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HRID 75677 반응식
C[O-].[Na+].O1CCCC1.[F:9][C:10]1[CH:15]=[C:14]([I:16])[CH:13]=[CH:12][C:11]=1[N:17]1[C:22]2[N:23]([CH3:40])[C:24](=[O:39])[C:25]([CH3:38])=[C:26]([NH:27][C:28]3[CH:29]=[C:30]([NH:34][C:35](=[O:37])[CH3:36])[CH:31]=[CH:32][CH:33]=3)[C:21]=2[C:20](=[O:41])[N:19]([CH2:42][C:43]2[CH:48]=[CH:47][C:46]([O:49][CH3:50])=[CH:45][CH:44]=2)[C:18]1=[O:51]>CO>[F:9][C:10]1[CH:15]=[C:14]([I:16])[CH:13]=[CH:12][C:11]=1[NH:17][C:22]1[N:23]([CH3:40])[C:24](=[O:39])[C:25]([CH3:38])=[C:26]2[C:21]=1[C:20](=[O:41])[N:19]([CH2:42][C:43]1[CH:48]=[CH:47][C:46]([O:49][CH3:50])=[CH:45][CH:44]=1)[C:18](=[O:51])[N:27]2[C:28]1[CH:29]=[C:30]([NH:34][C:35](=[O:37])[CH3:36])[CH:31]=[CH:32][CH:33]=1
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참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 10942334Sodium MethoxideHCID 59717402N-{3-[1-(2-fluoro-4-iodophenyl)-3-(4-methoxybenzyl)-6,8-dimethyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydropyrido[2,3-d]pyrimidin-5-ylamino]-phenyl}-acetamide

생성물 1

HCID 59717341N-{3-[5-(2-fluoro-4-iodophenylamino)-3-(4-methoxybenzyl)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]-phenyl}-acetamide수율 97.4%

시약·촉매·용매

1
HCID 887Methanol용매

실험 절차

To a solution (305 mg) of 28% sodium methoxide in methanol were added tetrahydrofuran (4.00 ml) and N-{3-[1-(2-fluoro-4-iodophenyl)-3-(4-methoxybenzyl)-6,8-dimethyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydropyrido[2,3-d]pyrimidin-5-ylamino]-phenyl}-acetamide 87 (1.00 g). The wall was washed with tetrahydrofuran (4.00 ml). The mixture was stirred at room temperature for 1.5 hrs., 2N hydrochloric acid (900 μl) was added, and the mixture was concentrated under reduced pressure. To the residue was added isopropyl alcohol, methanol and water, and after refluxing, the mixture was allowed to cool to room temperature with stirring. The precipitated crystals were collected by filtration, washed with methanol, and dried to give N-{3-[5-(2-fluoro-4-iodophenylamino)-3-(4-methoxybenzyl)-6,8-dimethyl-2,4,7-trioxo-3,4,6,7-tetrahydro-2H-pyrido[4,3-d]pyrimidin-1-yl]-phenyl}-acetamide 88 (974 mg, yield 97.2%) as colorless crystals.

후처리

  1. washThe wall was washed with tetrahydrofuran (4.00 ml)
  2. addition, 2N hydrochloric acid (900 μl) was added
  3. concentrationthe mixture was concentrated under reduced pressure
  4. additionTo the residue was added isopropyl alcohol, methanol and water
  5. temperatureafter refluxing
  6. temperatureto cool to room temperature
  7. stirringwith stirring
  8. filtrationThe precipitated crystals were collected by filtration
  9. washwashed with methanol
  10. customdried

출처 및 근거

ORD 기록
ord-9f99bf3669cf493490d623c644a4ed46
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08835443B2

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