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Potassium Cyanide → 2-(4-(1-(4-fluorophenyl)-1H-indazol-5-yl)tetrahydro-2H-pyran-4-yl)-2-methylpropanoic acid

HRID 218166
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HRID 218166 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([C:17]4([C:23]([CH3:29])([CH3:28])[C:24]([O:26]C)=[O:25])[CH2:22][CH2:21][O:20][CH2:19][CH2:18]4)=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[C-]#N.[K+].[Li+].[I-]>N1C=CC=CC=1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([C:17]4([C:23]([CH3:29])([CH3:28])[C:24]([OH:26])=[O:25])[CH2:22][CH2:21][O:20][CH2:19][CH2:18]4)=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:4][CH:3]=1
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참가 물질

5

반응물 3

HCID 9032Potassium CyanideHCID 66321Lithium iodideHCID 59251137methyl 2-(4-(1-(4-fluorophenyl)-1H-indazol-5-yl)tetrahydro-2H-pyran-4-yl)-2-methylpropanoate

생성물 1

HCID 687056802-(4-(1-(4-fluorophenyl)-1H-indazol-5-yl)tetrahydro-2H-pyran-4-yl)-2-methylpropanoic acid수율 67%

시약·촉매·용매 1

HCID 1049Pyridine
용매

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온도
170 °C

실험 절차

Methyl 2-(4-(1-(4-fluorophenyl)-1H-indazol-5-yl)tetrahydro-2H-pyran-4-yl)-2-methylpropanoate (155 mg, 0.40 mmol) was dissolved in 2.5 mL pyridine in a microwave reactor and KCN (104 mg, 1.6 mmol) and LiI (214 mg, 1.6 mmol) were added. The reactor was sealed and heated to 170° C. for 60 minutes. The reaction was purified directly by HPLC to give 2-(4-(1-(4-fluorophenyl)-1H-indazol-5-yl)tetrahydro-2H-pyran-4-yl)-2-methylpropanoic acid (100 mg, 67%). (M+H)+=383.

후처리

  1. customThe reactor was sealed
  2. customThe reaction was purified directly by HPLC

출처 및 근거

ORD 기록
ord-c5c1f8f55d104aafad3b3813c814ae81
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08198311B2

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