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Succinic anhydride → HCID 24999764, 화합물

HRID 424141
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HRID 424141 반응식
C(C1C=C([CH2+]=NC2C=CC(OC3C=CN=C(C(NC)=O)C=3)=CC=2F)N(C2C=CC=C(CO)C=2)N=1)(C)(C)C.[C:38]([C:42]1[CH:46]=[C:45]([NH:47][C:48]([NH:50][C:51]2[CH:67]=[CH:66][C:54]([O:55][C:56]3[CH:61]=[CH:60][N:59]=[C:58]([C:62]([NH:64][CH3:65])=[O:63])[CH:57]=3)=[CH:53][C:52]=2[F:68])=[O:49])[N:44]([C:69]2[CH:74]=[CH:73][CH:72]=[C:71]([CH2:75][OH:76])[CH:70]=2)[N:43]=1)([CH3:41])([CH3:40])[CH3:39].[C:77]1(=[O:83])[O:82][C:80](=[O:81])[CH2:79][CH2:78]1>O1CCCC1>[C:38]([C:42]1[CH:46]=[C:45]([NH:47][C:48](=[O:49])[NH:50][C:51]2[CH:67]=[CH:66][C:54]([O:55][C:56]3[CH:61]=[CH:60][N:59]=[C:58]([C:62](=[O:63])[NH:64][CH3:65])[CH:57]=3)=[CH:53][C:52]=2[F:68])[N:44]([C:69]2[CH:70]=[C:71]([CH:72]=[CH:73][CH:74]=2)[CH2:75][O:76][C:77](=[O:83])[CH2:78][CH2:79][C:80]([OH:82])=[O:81])[N:43]=1)([CH3:41])([CH3:39])[CH3:40]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7922Succinic anhydrideHCID 24829325HCID 24829325, 화합물

생성물 1

HCID 24999764HCID 24999764, 화합물수율 91.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a room temperature solution of example 1, (4-{4-[({3-tert-butyl-1-[3-(hydroxymethyl)phenyl]-1H-pyrazol-5-yl}carbamoyl)amino]-3-fluorophenoxy}-N-methylpyridine-2-carboxamide, (0.45 g, 0.85 mmol) in tetrahydrofuran (43 mL) was added succinic anhydride (0.10 g, 1.00 mmol). The reaction mixture was allowed at stir at room temperature for 72 h. The reaction mixture was concentrated and the residue was triturated with hexanes. The resulting white powder was filtered and washed with hexanes. The solids were re-dissolved in EtOAc, washed with sat. aqueous ammonium chloride solution (2×15 mL), dried (NaSO4) and concentrated to afford 0.49 g (91%) of pure product. MS m/z 633.1 (M+H)+; Retention time (LC-MS): 3.29 min.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was triturated with hexanes
  3. filtrationThe resulting white powder was filtered
  4. washwashed with hexanes
  5. dissolutionThe solids were re-dissolved in EtOAc
  6. washwashed with sat. aqueous ammonium chloride solution (2×15 mL)
  7. dry with materialdried (NaSO4)
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-597d3ff3e41e463cab4b8fc519354fd0
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08101773B2

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