Hydrochloric Acid → 6-(2-FURYL)-1,3-DIMETHYL-1H-PYRAZOLO[3,4-B]PYRIDINE-4-CARBOXYLIC ACID

HRID 1054317노트

반응식

HRID 1054317 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:7]=[C:8]([C:17]([O:19]C)=[O:18])[C:9]2[C:14]([CH3:15])=[N:13][N:12]([CH3:16])[C:10]=2[N:11]=1.Cl>>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:7]=[C:8]([C:17]([OH:19])=[O:18])[C:9]2[C:14]([CH3:15])=[N:13][N:12]([CH3:16])[C:10]=2[N:11]=1

참가 물질

3

반응물 2

HCID 313Hydrochloric AcidHCID 17025901methyl 6-(furan-2-yl)-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

생성물 1

HCID 162277156-(2-FURYL)-1,3-DIMETHYL-1H-PYRAZOLO[3,4-B]PYRIDINE-4-CARBOXYLIC ACID수율 79%

실험 절차

Synthesized using the procedure for 1 except ester 37 was used as the starting material. After the work up and acidifying the aqueous layer with 1N HCl, solid precipitated which was filtered off and dried on high vacuum to provide the title compound (203 mg, 79%) as a beige solid. 100% pure by HPLC. 1H NMR (400 MHz, DMSO-d6) δ 13.91 (s, 1H), 7.91 (s, 1H), 7.85 (s, 1H), 7.33 (d, J=2.9 Hz, 1H), 6.72-6.67 (m, 1H), 3.98 (s, 3H), 2.55 (s, 3H). 13C NMR (100 MHz, DMSO-d6) δ 166.91, 152.73, 152.00, 147.61, 145.67, 140.08, 135.59, 113.13, 112.56, 111.40, 109.74, 33.82, 15.92. ESI MS: m/z 258.0 (M+H)+.

후처리

  1. customSynthesized
  2. customprecipitated which
  3. filtrationwas filtered off
  4. customdried on high vacuum

출처 및 근거

ORD 기록
ord-61d142c5cfa34e94a4ea68f57b21257a
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09394303B2

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