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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
ノート
印刷プレビュー

反応式

HRID 605404 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒

1
HCID 6344Dichloromethane溶媒

実験手順

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)

後処理

  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%)

出典と根拠

ORDレコード
ord-0dfc92e09a1a4669847211a0dc4e9225
出典データセット
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07910595B2

反応ノート

読み込み中…

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