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Sodium Hydroxide → 4,5,6,7-Tetrahydro-1H-indazole-3-carboxylic acid

HRID 2182386
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HRID 2182386 반응식
C([O:3][C:4]([C:6]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[NH:8][N:7]=1)=[O:5])C.[OH-].[Na+]>CO>[NH:8]1[C:9]2[CH2:10][CH2:11][CH2:12][CH2:13][C:14]=2[C:6]([C:4]([OH:5])=[O:3])=[N:7]1
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 6624328ethyl 4,5,6,7-tetrahydro-1H-indazole-3-carboxylate

생성물 1

HCID 6488524,5,6,7-Tetrahydro-1H-indazole-3-carboxylic acid수율 81.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 4,5,6,7-tetrahydro-1H-indazole-3-carboxylic acid ethyl ester [0.606 g, Reference Example 18(a)] in methanol (50 ml) was treated with sodium hydroxide (0.500 g). The mixture was refluxed for 16 hours, then cooled and then evaporated. The residual white solid was treated with hydrochloric acid (30 ml, 2N) and the resulting solution was extracted three times with ethyl acetate (50 ml). The combined organic extracts were dried over sodium sulfate and then evaporated to yield 4,5,6,7-tetrahydro-1H-indazole-3-carboxylic acid (0.424 g) as a white solid. LC-MS (METHOD B): RT=2.44 minutes; 167 (M+H)+. (b) 5-Isopropyl-1H-pyrazole-3-carboxylic acid

후처리

  1. temperatureThe mixture was refluxed for 16 hours
  2. temperaturecooled
  3. customevaporated
  4. additionThe residual white solid was treated with hydrochloric acid (30 ml, 2N)
  5. extractionthe resulting solution was extracted three times with ethyl acetate (50 ml)
  6. dry with materialThe combined organic extracts were dried over sodium sulfate
  7. customevaporated

출처 및 근거

ORD 기록
ord-c077f266db1d498da2afc885b9036e05
출처 데이터셋
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06897208B2

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