Acetic Acid → HCID 178442411, 화합물

HRID 1055077

반응식

HRID 1055077 반응식
[OH-].[Na+].[OH:3][NH:4][C:5](N)=[O:6].Br[CH:9]([CH:14](Br)[CH2:15][CH:16]([NH:21][C:22]1[C:27]([F:28])=[CH:26][N:25]=[C:24]([C:29]2[C:37]3[C:32](=[N:33][CH:34]=[C:35]([F:38])[CH:36]=3)[NH:31][CH:30]=2)[N:23]=1)[C:17]([CH3:20])([CH3:19])[CH3:18])C(OC)=O.CC(O)=O>O.CO>[F:28][C:27]1[C:22]([NH:21][CH:16]([C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:15][C:14]2[O:3][N:4]=[C:5]([OH:6])[CH:9]=2)=[N:23][C:24]([C:29]2[C:37]3[C:32](=[N:33][CH:34]=[C:35]([F:38])[CH:36]=3)[NH:31][CH:30]=2)=[N:25][CH:26]=1

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 3657HydroxyureaHCID 14798Sodium HydroxideHCID 86714756methyl 2,3-dibromo-5-((5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)-6,6-dimethylheptanoate2회

생성물 1

HCID 178442411HCID 178442411, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To a solution of NaOH (0.015 g) dissolved in water (0.410 mL) was added hydroxyurea (0.008 g, 0.100 mmol). The resulting mixture was stirred for 30 minutes before the dropwise addition of methyl 2,3-dibromo-5-((5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)-6,6-dimethylheptanoate, 85a, (0.064 g, 0.110 mmol) in MeOH (0.150 mL). The solution was stirred for 6 hours before the addition of AcOH (0.031 mL). The residue was purified by reverse phase preparative HPLC to afford the desired product: 1H NMR (300 MHz, MeOD) δ 8.57 (dd, J=9.7, 2.8 Hz, 1H), 8.16 (d, J=5.5 Hz, 2H), 8.00 (d, J=4.1 Hz, 1H), 5.68 (s, 1H), 3.03 (ddd, J=27.4, 15.4, 12.3 Hz, 2H), 1.10 (d, J=3.3 Hz, 11H); LCMS Gradient 10-90%, 0.1% formic acid, 5 minutes, C18/ACN, RT=2.15 minutes (M+H) 416.04.

후처리

  1. customThe residue was purified by reverse phase preparative HPLC

출처 및 근거

ORD 기록
ord-1c44517c02f44aa592d5f8ced502462f
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09394302B2

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