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Lithium Hydroxide → HCID 57899090, 화합물

HRID 1404239
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HRID 1404239 반응식
C[O:2][C:3](=[O:35])[CH2:4][CH:5]1[CH2:10][CH2:9][CH:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:18]=[N:19][C:20]([NH:23][C:24]4[C:25]([CH3:34])=[N:26][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:28][CH:29]=4)=[CH:21][CH:22]=3)=[CH:13][CH:12]=2)[CH2:7][CH2:6]1.[Li+].[OH-]>C1COCC1.CO>[CH3:34][C:25]1[C:24]([NH:23][C:20]2[N:19]=[CH:18][C:17]([C:14]3[CH:15]=[CH:16][C:11]([CH:8]4[CH2:9][CH2:10][CH:5]([CH2:4][C:3]([OH:35])=[O:2])[CH2:6][CH2:7]4)=[CH:12][CH:13]=3)=[CH:22][CH:21]=2)=[CH:29][CH:28]=[C:27]([C:30]([F:32])([F:31])[F:33])[N:26]=1
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HCID 3939Lithium HydroxideHCID 66615758(4-{4-[6-(2-Methyl-6-trifluoromethyl-pyridin-3-ylamino)-pyridin-3-yl]-phenyl}-cyclohexyl)-acetic acid methyl ester

생성물 1

HCID 57899090HCID 57899090, 화합물

시약·촉매·용매 1

HCID 21899815MeOH tetrahydrofuran용매

실험 절차

(4-{4-[6-(2-Methyl-6-trifluoromethyl-pyridin-3-ylamino)-pyridin-3-yl]-phenyl}-cyclohexyl)-acetic acid methyl ester (332 g, 0.69 mmol) was dissolved in THF/MeOH (3:1, 4 mL) and to it was added aqueous LiOH (4M, 1 mL). The mixture was stirred at room temperature for 18 hours, then the organic solvent was removed via rotary evaporation. The remaining crude was diluted with water and the pH was adjusted to 2 with 1M HCl. The resulting precipitate was collected by filtration and dried under vacuum to obtain the title compound as a white solid: 1H NMR (400 MHz, DMSO-d6) ppm 0.95-1.04 (m, 2 H) 1.44 (dd, J=12.51, 2.91Hz, 2 H) 1.67 (br. s., 1 H) 1.74-1.87 (m, 6 H) 2.47 (m, 1 H) 2.60 (s, 3 H) 7.25 (d, J=8.59 Hz, 1 H) 7.30 (d, J=8.34 Hz, 2 H) 7.56 (d, J=8.34 Hz, 2 H) 7.66 (d, J=8.34 Hz, 1 H) 7.97 (dd, J=8.72, 2.65 Hz, 1 H) 8.48 (d, J=2.27 Hz, 1 H) 8.67 (d, J=8.34 Hz, 1 H) 8.80 (s, 1 H); MS (M+H)+ 470.3.

후처리

  1. customthe organic solvent was removed via rotary evaporation
  2. additionThe remaining crude was diluted with water
  3. filtrationThe resulting precipitate was collected by filtration
  4. customdried under vacuum

출처 및 근거

ORD 기록
ord-de23ee92dc18441a9c50816dd53c6325
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08912208B2

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