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Dimethylamine, hydrochloride → 5-[2,2-Dimethyl-6-(1-methyl-1H-pyrazol-3-ylcarbamoyl)-2,3-dihydro-benzofuran-4-yloxy]-3-fluoro-pyridine-2-carboxylic acid dimethylamide

HRID 1177157
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HRID 1177157 반응식
Cl.[CH3:2][NH:3][CH3:4].CO[C:7]([C:9]1[C:14]([F:15])=[CH:13][C:12]([O:16][C:17]2[C:22]3[CH2:23][C:24]([CH3:27])([CH3:26])[O:25][C:21]=3[CH:20]=[C:19]([C:28](=[O:36])[NH:29][C:30]3[CH:34]=[CH:33][N:32]([CH3:35])[N:31]=3)[CH:18]=2)=[CH:11][N:10]=1)=[O:8]>>[CH3:2][N:3]([CH3:4])[C:7]([C:9]1[C:14]([F:15])=[CH:13][C:12]([O:16][C:17]2[C:22]3[CH2:23][C:24]([CH3:27])([CH3:26])[O:25][C:21]=3[CH:20]=[C:19]([C:28](=[O:36])[NH:29][C:30]3[CH:34]=[CH:33][N:32]([CH3:35])[N:31]=3)[CH:18]=2)=[CH:11][N:10]=1)=[O:8]
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반응물 2

HCID 10473Dimethylamine, hydrochlorideHCID 595599645-[2,2-Dimethyl-6-(1-methyl-1H-pyrazol-3-ylcarbamoyl)-2,3-dihydro-benzofuran-4-yloxy]-3-fluoro-pyridine-2-carboxylic acid methyl ester

생성물 1

HCID 595604305-[2,2-Dimethyl-6-(1-methyl-1H-pyrazol-3-ylcarbamoyl)-2,3-dihydro-benzofuran-4-yloxy]-3-fluoro-pyridine-2-carboxylic acid dimethylamide

실험 절차

The title compound was prepared in a similar manner as described for Example 1, from dimethyl amine hydrochloride (278 mg, 3.41 mmol) and 5-[2,2-dimethyl-6-(1-methyl-1H-pyrazol-3-ylcarbamoyl)-2,3-dihydro-benzofuran-4-yloxy]-3-fluoro-pyridine-2-carboxylic acid methyl ester (175b) (150 mg, 0.341 mmol) to give a white solid (74 mg, 48% yield). 1H NMR (400 MHz, CDCl3) δ 8.39 (s, 1 H) 8.22 (d, J=1.77 Hz, 1 H) 7.27-7.31 (m, 1 H) 7.01-7.13 (m, 3 H) 6.78 (d, J=2.02 Hz, 1 H) 3.81 (s, 3 H) 3.16 (s, 3 H) 3.00 (s, 3 H) 2.92 (s, 2 H) 1.50 (s, 6 H); LCMS for C23H24FN5O4 m/z 454.20 (M+H+); Anal. Calcd. for C23H24FN5O4: C, 60.92; H, 5.33; N, 15.44. Found: C, 60.66; H, 5.37; N, 15.26.

출처 및 근거

ORD 기록
ord-87abb7873a8a4077ab213b2a357e5452
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07842713B2

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