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Trifluoroacetic acid → HCID 178434458, 화합물

HRID 2241201
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HRID 2241201 반응식
COC1C=CC(C[N:8]2[C:12]3=[N:13][CH:14]=[CH:15][C:16]([O:17][C:18]4[CH:23]=[CH:22][C:21]([N:24]([C:33]5[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=5)[C:25]([C:27]5([C:30]([NH2:32])=[O:31])[CH2:29][CH2:28]5)=[O:26])=[CH:20][CH:19]=4)=[C:11]3[C:10]([CH3:40])=[N:9]2)=CC=1.C(O)(C(F)(F)F)=O>C([O-])([O-])=O.[Na+].[Na+]>[F:39][C:36]1[CH:37]=[CH:38][C:33]([N:24]([C:21]2[CH:22]=[CH:23][C:18]([O:17][C:16]3[CH:15]=[CH:14][N:13]=[C:12]4[NH:8][N:9]=[C:10]([CH3:40])[C:11]=34)=[CH:19][CH:20]=2)[C:25]([C:27]2([C:30]([NH2:32])=[O:31])[CH2:28][CH2:29]2)=[O:26])=[CH:34][CH:35]=1
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참가 물질

4

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HCID 6422Trifluoroacetic acidHCID 68513243N-(4-(1-(4-methoxybenzyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-4-yloxy)phenyl)-N-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

생성물 1

HCID 178434458HCID 178434458, 화합물

시약·촉매·용매 1

HCID 10340Sodium Carbonate용매

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온도
65 °C

실험 절차

A 40 mL vial was charged with N-(4-(1-(4-methoxybenzyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-4-yloxy)phenyl)-N-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide (90 mg, 0.11 mmol) and TFA (2.0 mL). The reaction mixture was heated to 65° C. under nitrogen for 2 hours, the diluted with saturated Na2CO3 (15 mL) and extracted with EtOAc. The organic layer was dried over sodium sulfate, filtered and concentrated. The crude material was purified by preparative TLC (0.5 mm) eluting with EtOAc/MeOH (9:1) to provide the product as a white solid. 1H NMR (CDCl3, 400 MHz) δ 8.22 (d, J=5.5 Hz, 1H), 7.71 (d, J=9.0 Hz, 2H), 7.56 (m, 2H), 7.22 (d, J=9.0 Hz, 2H), 7.06 (t, J=9.0 Hz, 2H), 6.27 (d, J=5.5 Hz, 1H), 2.68 (s, 3H), 1.64 (s, 4H). LRMS (esi pos) m/e 446 (M+1).

후처리

  1. extractionextracted with EtOAc
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe crude material was purified by preparative TLC (0.5 mm)
  6. washeluting with EtOAc/MeOH (9:1)

출처 및 근거

ORD 기록
ord-828d91768a314762b4fdb40a9ad4a1a2
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07723330B2

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