Acetic Acid → Tert-butyl [4-(3-hydroxy-3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b:4',3'-f]azepin-2-yl)pyridin-3-yl]carbamate

HRID 75234노트

반응식

HRID 75234 반응식
[N:1]1[C:6]2[NH:7][C:8]3[CH:18]=[N:17][CH:16]=[CH:15][C:9]=3/[C:10](=[N:13]/[OH:14])/[C:11](=O)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:19]([OH:22])(=[O:21])C>C(OCC)(=O)C.O>[OH:14][N:13]1[C:10]2[C:9]3[CH:15]=[CH:16][N:17]=[CH:18][C:8]=3[NH:7][C:6]3[N:1]=[CH:2][CH:3]=[CH:4][C:5]=3[C:11]=2[N:13]=[C:10]1[C:9]1[CH:15]=[CH:16][N:17]=[CH:18][C:8]=1[NH:7][C:19](=[O:21])[O:22][C:5]([CH3:11])([CH3:6])[CH3:4]

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 178516816HCID 178516816, 화합물

생성물 1

HCID 16071783Tert-butyl [4-(3-hydroxy-3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b:4',3'-f]azepin-2-yl)pyridin-3-yl]carbamate수율 69%

시약·촉매·용매 2

HCID 962Water용매2회HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

A mixture of (6Z)-5H-dipyrido[2,3-b:4′,3′-f]azepine-5,6(11H)-dione 6-oxime (80.0 mg, 0.333 mmol), tert-butyl-(4fprmylpyridin-3yl)carbamate lammonium acetate (0.513 g, 6.66 mmol), water (0.12 mL) and acetic acid (0.76 mL) was stirred at 80° C. for 3 h. The solution was diluted with ethyl acetate and water, the organic solution was washed with brine, dried over MgSO4 and concentrated. The crude residue was purified by preparative LCMS to yield the desired product (102 mg, 69%). LCMS for C23H22N7O3(M+H)+: m/z=444.2.

후처리

  1. washthe organic solution was washed with brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated
  4. customThe crude residue was purified by preparative LCMS

출처 및 근거

ORD 기록
ord-e48ebe42c0d448cf9282b68cc60431d5
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835423B2

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