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Dimethylformamide → HCID 70982118, 화합물

HRID 1409331
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HRID 1409331 반응식
[S:1]1[CH:5]=[CH:4][N:3]2[CH:6]=[C:7]([C:9]([OH:11])=O)[N:8]=[C:2]12.[NH2:12][C@@H:13]([CH3:30])[CH2:14][N:15]1[CH:19]=[CH:18][C:17]([C:20]2[CH:27]=[C:26]([F:28])[C:23]([C:24]#[N:25])=[C:22]([Cl:29])[CH:21]=2)=[N:16]1.CN(C=O)C>O.C(OCC)(=O)C>[Cl:29][C:22]1[CH:21]=[C:20]([C:17]2[CH:18]=[CH:19][N:15]([CH2:14][C@@H:13]([NH:12][C:9]([C:7]3[N:8]=[C:2]4[N:3]([CH:6]=3)[CH:4]=[CH:5][S:1]4)=[O:11])[CH3:30])[N:16]=2)[CH:27]=[C:26]([F:28])[C:23]=1[C:24]#[N:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 6228DimethylformamideHCID 2759354Imidazo[2,1-b][1,3]thiazole-6-carboxylic acidHCID 67170587(S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile

생성물 1

HCID 70982118HCID 70982118, 화합물수율 41.7%

시약·촉매·용매 2

HCID 962Water용매
HCID 8857
Ethyl Acetate
용매

실험 절차

The title compound was prepared using the procedure described in Example 3(h) starting from imidazo[2,1-b]thiazole-6-carboxylic acid (1.041 mmol, 0.175 g) and (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile (1.041 mmol, 0.290 g). DMF (10 ml) was used as the solvent and the reaction time was 2 days. The work up was done by diluting the reaction mixture with water and ethyl acetate and washing it with 2M Na2CO3, water and brine. The combined organics were dried, filtered and eveaporated. The crude product was purified by flash chromatography. 0.186 g of the title compound was obtained. 1H-NMR (400 MHz, MeOH-d4): δ 1.24 (d, 3H), 4.32-4.39 (m, 1H), 4.40-4.47 (m, 1H), 4.53-4.61 (m, 1H), 6.79 (d, 1H), 7.20 (d, 1H), 7.73 (d, 1H), 7.76 (d, 1H), 7.77-7.81 (m, 1H), 7.89-7.91 (m, 1H), 8.10 (s, 1H).

후처리

  1. customThe title compound was prepared
  2. washwashing it with 2M Na2CO3, water and brine
  3. customThe combined organics were dried
  4. filtrationfiltered
  5. customThe crude product was purified by flash chromatography

출처 및 근거

ORD 기록
ord-533064f977b54f919dfe695689532f6d
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08921378B2

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