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Acetic Anhydride → HCID 59140138, 화합물

HRID 2063998
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HRID 2063998 반응식
[CH3:1][O:2][C:3](=[O:25])[C:4]1[CH:9]=[C:8]([F:10])[C:7]([CH2:11][NH2:12])=[N:6][C:5]=1[NH:13][C:14]1[CH:19]=[CH:18][C:17]([Si:20]([CH3:23])([CH3:22])[CH3:21])=[CH:16][C:15]=1[F:24].[C:26](OC(=O)C)(=[O:28])C>C(O)=O>[CH3:1][O:2][C:3](=[O:25])[C:4]1[CH:9]=[C:8]([F:10])[C:7]([CH2:11][NH:12][CH:26]=[O:28])=[N:6][C:5]=1[NH:13][C:14]1[CH:19]=[CH:18][C:17]([Si:20]([CH3:21])([CH3:23])[CH3:22])=[CH:16][C:15]=1[F:24]
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참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 591401506-Aminomethyl-5-fluoro-2-(2-fluoro-4-trimethylsilanyl-phenylamino)-nicotinic acid methyl ester

생성물 1

HCID 59140138HCID 59140138, 화합물수율 100%

시약·촉매·용매 1

HCID 284Formic Acid용매

실험 절차

To a solution of 6-aminomethyl-5-fluoro-2-(2-fluoro-4-trimethylsilanyl-phenylamino)-nicotinic acid methyl ester (2.0 g, 5.5 mmol) in formic acid (30 mL) at 0° C. was added acetic anhydride (6 mL). The reaction mixture was stirred at ambient temperature for 2 hours. The reaction mixture was concentrated in vacuo and the resultant residue azeotroped with toluene, then dissolved in dichloromethane. This organic layer was washed with a saturated aqueous solution of sodium bicarbonate, followed by brine, dried (Na2SO4), filtered and concentrated in vacuo to afford the title compound as a dark brown solid (2.1 g, 100%). LCMS (method B): RT=4.36 min, [M+H]+=394.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe resultant residue azeotroped with toluene
  3. dissolutiondissolved in dichloromethane
  4. washThis organic layer was washed with a saturated aqueous solution of sodium bicarbonate
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-6b87b6ea2bce4acaa259dbc7f483bf58
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08288408B2

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