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 1043484노트

반응식

HRID 1043484 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]([O:23][C:24](=[O:34])[NH:25][C:26]1[CH:27]=[N:28][CH:29]=[CH:30][C:31]=1[CH:32]=O)([CH3:22])([CH3:21])[CH3:20].C([O-])(=O)C.[NH4+:39].C(O)(=O)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:39]=[C:32]1[C:31]1[CH:30]=[CH:29][N:28]=[CH:27][C:26]=1[NH:25][C:24](=[O:34])[O:23][C:19]([CH3:22])([CH3:21])[CH3:20]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 517165Ammonium AcetateHCID 14177126Tert-butyl 4-formylpyridin-3-ylcarbamateHCID 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-(4-formylpyridin-3-yl)carbamate, ammonium 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 C23H22N2O3(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-166f182f99d2494ca2d4e28802eaaf36
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08563541B2

반응 노트

불러오는 중…