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Acetyl chloride → HCID 24999449, 화합물

HRID 424138
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HRID 424138 반응식
C(C1C=C([CH2+]=NC2C=C[C:15]([O:16]C3C=CN=C(C(NC)=O)C=3)=[CH:14]C=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(Cl)(=O)C>ClCCl>[C:15]([O:76][CH2:75][C:71]1[CH:72]=[CH:73][CH:74]=[C:69]([N:44]2[C:45]([NH:47][C:48](=[O:49])[NH:50][C:51]3[CH:67]=[CH:66][C:54]([O:55][C:56]4[CH:61]=[CH:60][N:59]=[C:58]([C:62](=[O:63])[NH:64][CH3:65])[CH:57]=4)=[CH:53][C:52]=3[F:68])=[CH:46][C:42]([C:38]([CH3:41])([CH3:39])[CH3:40])=[N:43]2)[CH:70]=1)(=[O:16])[CH3:14]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6367Acetyl chlorideHCID 24829325HCID 24829325, 화합물

생성물 1

HCID 24999449HCID 24999449, 화합물수율 30%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a 0° C. 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, (1.00 g, 1.88 mmol) in dichloromethane (15 mL) was added dropwise acetyl chloride (0.15 mL, 2.07 mmol). The reaction mixture was allowed to stir at 0° C. for 1 h. The reaction mixture was quenched with water and extracted with CH2Cl2. The combined organic layer was dried and concentrated. The crude material was purified via column chromatography (CH2Cl2:2M NH3 in MeOH, 97:3) to afford 0.32 g (30%) of the desired product as a white powder. MS m/z 575.1 (M+H)+; Retention time (LC-MS): 3.55 min.

후처리

  1. customThe reaction mixture was quenched with water
  2. extractionextracted with CH2Cl2
  3. customThe combined organic layer was dried
  4. concentrationconcentrated
  5. customThe crude material was purified via column chromatography (CH2Cl2:2M NH3 in MeOH, 97:3)

출처 및 근거

ORD 기록
ord-acca914e7b1e453d9ccf3a7bc3101d3d
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08101773B2

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