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Trifluoroacetic acid → HCID 58405310、化合物

HRID 44851
ノート
印刷プレビュー

反応式

HRID 44851 の反応式
C(O)(C(F)(F)F)=O.[CH:8]1([N:13]2[C:22]3[N:21]=[C:20]([C:23]4[CH:28]=[CH:27][N:26]=[CH:25][C:24]=4[NH:29]C(=O)OC(C)(C)C)[N:19]=[CH:18][C:17]=3[N:16]([CH3:37])[C:15](=[O:38])[C@H:14]2[CH2:39][CH3:40])[CH2:12][CH2:11][CH2:10][CH2:9]1>C(Cl)Cl>[NH2:29][C:24]1[CH:25]=[N:26][CH:27]=[CH:28][C:23]=1[C:20]1[N:19]=[CH:18][C:17]2[N:16]([CH3:37])[C:15](=[O:38])[C@@H:14]([CH2:39][CH3:40])[N:13]([CH:8]3[CH2:12][CH2:11][CH2:10][CH2:9]3)[C:22]=2[N:21]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 58405528HCID 58405528、化合物

生成物 1

HCID 58405310HCID 58405310、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Three mL of TFA was added to a solution of (R)-tert-butyl 4-(8-cyclopentyl-7-ethyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2-yl)pyridin-3-ylcarbamate (Example 92, 760 mg) in 3 mL of DCM. The mixture was stirred for 4 h at rt, and the solvent was removed under reduced pressure. Aqueous Na2CO3 was added and extracted with EtOAc. The organic layer was dried with Na2SO4, concentrated and the residue was purified by silica column to give the title compound. LCMS (0.05% TFA): 353.0 m/z (M+H)+; 1H-NMR (CDCl3, 500 MHz): δ: 8.17 (s, 1H), 8.08 (d, 1H, J=5 Hz), 7.99 (d, 1H, J=5 Hz), 7.94 (s, 1H), 6.23 (s, 2H), 4.48 (m, 1H), 4.32 (m, 1H), 3.39 (s, 3H), 2.0-1.69 (m, 10H), 0.88 (t, 3H, J=7.5 Hz).

後処理

  1. customthe solvent was removed under reduced pressure
  2. additionAqueous Na2CO3 was added
  3. extractionextracted with EtOAc
  4. dry with materialThe organic layer was dried with Na2SO4
  5. concentrationconcentrated
  6. customthe residue was purified by silica column

出典と根拠

ORDレコード
ord-8480fff61734432fb2841d2366cefbe0
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08541418B2

反応ノート

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