6-chloro-2-fluoro-N-(3-methoxy-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide → 6-chloro-2-fluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide

HRID 1943960노트

반응식

HRID 1943960 반응식
[Cl:1][C:2]1[C:7]([C:8]([NH:10][C:11]2[CH:12]=[C:13]3[C:19]([O:20][CH3:21])=[N:18][N:17](CC4C=CC(OC)=CC=4)[C:14]3=[N:15][CH:16]=2)=[O:9])=[C:6]([F:31])[C:5]([NH:32][S:33]([CH2:36][CH2:37][CH3:38])(=[O:35])=[O:34])=[CH:4][CH:3]=1>C(O)(C(F)(F)F)=O>[Cl:1][C:2]1[C:7]([C:8]([NH:10][C:11]2[CH:12]=[C:13]3[C:19]([O:20][CH3:21])=[N:18][NH:17][C:14]3=[N:15][CH:16]=2)=[O:9])=[C:6]([F:31])[C:5]([NH:32][S:33]([CH2:36][CH2:37][CH3:38])(=[O:35])=[O:34])=[CH:4][CH:3]=1

참가 물질

3

반응물 1

HCID 670888196-chloro-2-fluoro-N-(3-methoxy-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide

생성물 1

HCID 442234716-chloro-2-fluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide수율 82.5%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

6-Chloro-2-fluoro-N-(3-methoxy-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide (0.027 g, 0.0480 mmol) was heated to reflux in TFA overnight. The reaction mixture was cooled to room temperature and was concentrated to an oil. DCM was added to the oil resulting in a precipitate, which was collected by filtration giving 6-chloro-2-fluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide (0.0175 g, 82%) as a solid. 1H NMR (400 MHz, d6-DMSO) δ 12.60 (s, 1H), 11.07 (1H, s), 9.99 (br s, 1H), 8.58 (s, 1H), 8.49 (s, 1H), 7.52-7.57 (m, 1H), 7.44-7.46 (m, 1H), 4.02 (s, 3H), 3.15-3.19 (m, 2H), 1.73-1.79 (m, 2H), 0.97-1.01 (m, 3H); m/z (APCI-pos) M+1=442.1.

후처리

  1. concentrationwas concentrated to an oil
  2. additionDCM was added to the oil
  3. customresulting in a precipitate, which
  4. filtrationwas collected by filtration

출처 및 근거

ORD 기록
ord-da6a5c444be746cf975b0ae0388cf01c
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08394795B2

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