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Ammonium formate → 3-hydroxy-N-(1-methyl-1H-pyrazol-3-yl)-5-[(3S)-tetrahydrofuran-3-yloxy]benzamide

HRID 1011742
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HRID 1011742 반응식
[CH3:1][N:2]1[CH:6]=[CH:5][C:4]([NH:7][C:8](=[O:29])[C:9]2[CH:14]=[C:13]([O:15][C@H:16]3[CH2:20][CH2:19][O:18][CH2:17]3)[CH:12]=[C:11]([O:21]CC3C=CC=CC=3)[CH:10]=2)=[N:3]1.C([O-])=O.[NH4+]>C(O)C.[Pd]>[OH:21][C:11]1[CH:10]=[C:9]([CH:14]=[C:13]([O:15][C@H:16]2[CH2:20][CH2:19][O:18][CH2:17]2)[CH:12]=1)[C:8]([NH:7][C:4]1[CH:5]=[CH:6][N:2]([CH3:1])[N:3]=1)=[O:29]
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참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 53629650N-(1-Methyl-1H-pyrazol-3-yl)-3-[(phenylmethyl)oxy]-5-[(3S)-tetrahydrofuran-3-yloxy]benzamide

생성물 1

HCID 591271713-hydroxy-N-(1-methyl-1H-pyrazol-3-yl)-5-[(3S)-tetrahydrofuran-3-yloxy]benzamide수율 97.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

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온도
140 °C

실험 절차

N-(1-Methyl-1H-pyrazol-3-yl)-3-[(phenylmethyl)oxy]-5-[(3S)-tetrahydrofuran-3-yloxy]benzamide (453 mg, 1.15 mmol) was dissolved in ethanol (5 mL) and ammonium formate (182 mg, 2.88 mmol) was added in one portion. The reaction was blanketed with argon and 10% palladium on activated carbon (30 mg) was added. This mixture was heated to 140° C. for 10 minutes in a Smith Creator microwave. The catalyst was filtered off and the volatiles removed in vacuo to give the title product as a white solid (339 mg).

후처리

  1. additionwas added
  2. filtrationThe catalyst was filtered off
  3. customthe volatiles removed in vacuo

출처 및 근거

ORD 기록
ord-c14dafdc5e554714960b3bde39193c4c
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07977328B2

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