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Sodium Hydroxide → 1-Cyclobutyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

HRID 476055
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HRID 476055 반응식
[CH:1]1([N:5]2[C:9]3[N:10]=[C:11]([CH:19]4[CH2:21][CH2:20]4)[CH:12]=[C:13]([C:14]([O:16]CC)=[O:15])[C:8]=3[C:7]([CH3:22])=[N:6]2)[CH2:4][CH2:3][CH2:2]1.[OH-].[Na+]>C(O)C>[CH:1]1([N:5]2[C:9]3[N:10]=[C:11]([CH:19]4[CH2:20][CH2:21]4)[CH:12]=[C:13]([C:14]([OH:16])=[O:15])[C:8]=3[C:7]([CH3:22])=[N:6]2)[CH2:4][CH2:3][CH2:2]1
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4

반응물 2

HCID 14798Sodium HydroxideHCID 68079207Ethyl 1-cyclobutyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

생성물 1

HCID 671243571-Cyclobutyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The title compound was prepared in the same manner as described for intermediate 46 using ethyl 1-cyclobutyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate (550 mg, 1.837 mmol), sodium hydroxide (3 ml, 3.00 mmol), and ethanol (30 mL) wherein the stir time was 1 h. The final product was collected as 0.490 g (98%). LCMS E-S (M+H)=272.5 1H NMR (400 MHz, DMSO-d6) δ ppm 1.03-1.10 (m, 4H), 1.80-1.91 (m, 2H), 2.26-2.43 (m, 3H), 2.58 (s, 3H), 2.59-2.71 (m, 2H), 5.35 (dq, J=8.59, 8.42 Hz, 1H), 7.44 (s, 1H), 13.73 (br. s., 1H).

후처리

  1. customThe final product was collected as 0.490 g (98%)

출처 및 근거

ORD 기록
ord-f5d8f8b4239b4b5e8ee2663825a63304
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08637509B2

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