Acetic Acid → HCID 178473893、化合物

HRID 1984628

反応式

HRID 1984628 の反応式
C([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[N:11]=[CH:12][C:13]3[CH:19]=[C:18]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[C:17]([C:26]4[CH:33]=[CH:32][C:29]([CH:30]=O)=[CH:28][CH:27]=4)=[N:16][C:14]=3[N:15]=2)[CH2:6][CH2:5]1)(=O)C.F[C:35](F)(F)[C:36]([OH:38])=O.[NH:41]1[CH2:46][CH2:45][CH:44]([C:47]2[NH:48][C:49]([C:52]3[CH:57]=[CH:56][CH:55]=[CH:54][N:53]=3)=[N:50][N:51]=2)[CH2:43][CH2:42]1.CCN(CC)CC.CC(O)=O.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>CN(C=O)C.CCOC(C)=O>[C:36]([N:4]1[CH2:5][CH2:6][N:7]([C:10]2[N:11]=[CH:12][C:13]3[CH:19]=[C:18]([C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)[C:17]([C:26]4[CH:33]=[CH:32][C:29]([CH2:30][N:41]5[CH2:46][CH2:45][CH:44]([C:47]6[NH:48][C:49]([C:52]7[CH:57]=[CH:56][CH:55]=[CH:54][N:53]=7)=[N:50][N:51]=6)[CH2:43][CH2:42]5)=[CH:28][CH:27]=4)=[N:16][C:14]=3[N:15]=2)[CH2:8][CH2:9]1)(=[O:38])[CH3:35]

参加物

8

反応物 5

HCID 176Acetic AcidHCID 8471TriethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 577139444-[2-(4-Acetylpiperazin-1-yl)-6-phenylpyrido[2,3-d]pyrimidin-7-yl]benzaldehydeHCID 178525658HCID 178525658、化合物

生成物 1

HCID 178473893HCID 178473893、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 4-[2-(4-acetylpiperazin-1-yl)-6-phenylpyrido[2,3-d]pyrimidin-7-yl]benzaldehyde (3-2; 61 mg, 0.14 mmol) in DMF (5 mL) was added 2-(5-piperidin-4-yl-4H-1,2,4-triazol-3-yl)pyridine trifluoroacetate (58 mg, 0.17 mmol) followed by Et3N (80 μL, 0.51 mmol), AcOH (91 μL, 1.5 mmol) and sodium triacetoxyborohydride (59 mg, 0.28 mmol). The reaction mixture was allowed to stir for 12 hr then diluted with EtOAc and washed with NaHCO3 (sat.), dried with MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (100% CH2Cl2 to 85% CH2Cl2/15% MeOH) to afford the title compound. LRMS m/z (M+H) Calcd.: 651.7, found 651.3.

後処理

  1. washwashed with NaHCO3 (sat.)
  2. dry with materialdried with MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel chromatography (100% CH2Cl2 to 85% CH2Cl2/15% MeOH)

出典と根拠

ORDレコード
ord-8682c367792c4693b4d39c1d3acfd771
出典データセット
uspto-grants-2009_06
特許番号
US07544677B2

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