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Trifluoroacetic acid → Sodium 2-(3-(7-isopropylpyrido[2,3-d]pyrimidin-4-ylamino)-4-(4-(methoxycarbonylamino)phenylthio)benzamido)-2-methylpropyl phosphate

HRID 605404
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HRID 605404 반응식
C([O:5][P:6]([O:13][CH2:14][C:15]([NH:18][C:19]([C:21]1[CH:26]=[CH:25][C:24]([S:27][C:28]2[CH:33]=[CH:32][C:31]([NH:34][C:35](=[O:38])[O:36][CH3:37])=[CH:30][CH:29]=2)=[C:23]([NH:39][C:40]2[C:41]3[CH:49]=[CH:48][C:47]([CH:50]([CH3:52])[CH3:51])=[N:46][C:42]=3[N:43]=[CH:44][N:45]=2)[CH:22]=1)=[O:20])([CH3:17])[CH3:16])([O:8]C(C)(C)C)=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O.C([O-])(O)=O.[Na+:64]>C(Cl)Cl>[P:6]([O-:7])([O-:8])([O:13][CH2:14][C:15]([NH:18][C:19](=[O:20])[C:21]1[CH:26]=[CH:25][C:24]([S:27][C:28]2[CH:33]=[CH:32][C:31]([NH:34][C:35]([O:36][CH3:37])=[O:38])=[CH:30][CH:29]=2)=[C:23]([NH:39][C:40]2[C:41]3[CH:49]=[CH:48][C:47]([CH:50]([CH3:51])[CH3:52])=[N:46][C:42]=3[N:43]=[CH:44][N:45]=2)[CH:22]=1)([CH3:17])[CH3:16])=[O:5].[Na+:64].[Na+:64]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 67040540Methyl 4-(4-(1-(di-tert-butoxyphosphoryloxy)-2-methylpropan-2-ylcarbamoyl)-2-(7-isopropylpyrido[2,3-d]pyrimidin-4-ylamino)phenylthio)phenylcarbamate

생성물 1

HCID 67040987Sodium 2-(3-(7-isopropylpyrido[2,3-d]pyrimidin-4-ylamino)-4-(4-(methoxycarbonylamino)phenylthio)benzamido)-2-methylpropyl phosphate수율 92.2%

시약·촉매·용매

1
HCID 6344Dichloromethane용매

실험 절차

The product of Example 441E (240 mg., 0.32 mmol) in CH2Cl2 (1.6 ml.) was reacted with TFA (1.6 ml.) at room temperature for 30 min. The reaction was concentrated, redissolved in water (4 mL) and treated with solid NaHCO3 (270 mg., 3.2 mmol) with stirring. The solution was purified on a C-18 column eluted with a gradient of methanol in water (0-100%). to give the title compound (202 mg., 92%). 1H NMR (300 MHz, DMSO-D6) δ ppm 1.17-1.40 (m, 12 H) 2.98-3.11 (m, 1 H) 3.66 (s, 3 H) 6.65 (s, 1 H) 7.18-7.27 (m, 1 H) 7.32 (d, J=8.09 Hz, 2 H) 7.48 (d, J=8.09 Hz, 2 H) 7.51-7.62 (m, 1 H) 7.94 (s, 1 H) 8.18-8.29 (s, 1 H) 8.77 (s, 1 H) 9.84 (s, 1 H)

후처리

  1. concentrationThe reaction was concentrated
  2. dissolutionredissolved in water (4 mL)
  3. customThe solution was purified on a C-18 column
  4. washeluted with a gradient of methanol in water (0-100%)

출처 및 근거

ORD 기록
ord-0dfc92e09a1a4669847211a0dc4e9225
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07910595B2

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