Trifluoroacetic acid → 4(5-Chloro-2,3-methylenedioxypyrid-4-ylamino)-6-methoxy-7-(piperidin-4-ylmethoxy)quinazoline

HRID 2374440

反応式

HRID 2374440 の反応式
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:20][CH2:19][CH:18]([CH2:21][O:22][C:23]2[CH:32]=[C:31]3[C:26]([C:27]([NH:33][C:34]4[C:39]([Cl:40])=[CH:38][N:37]=[C:36]5[O:41][CH2:42][O:43][C:35]=45)=[N:28][CH:29]=[N:30]3)=[CH:25][C:24]=2[O:44][CH3:45])[CH2:17][CH2:16]1)=O)(C)(C)C>C(Cl)Cl>[Cl:40][C:39]1[C:34]([NH:33][C:27]2[C:26]3[C:31](=[CH:32][C:23]([O:22][CH2:21][CH:18]4[CH2:19][CH2:20][NH:15][CH2:16][CH2:17]4)=[C:24]([O:44][CH3:45])[CH:25]=3)[N:30]=[CH:29][N:28]=2)=[C:35]2[O:43][CH2:42][O:41][C:36]2=[N:37][CH:38]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 685487457(N-tert-butoxycarbonylpiperidin-4-ylmethoxy)-4-(5-chloro-2,3-methylenedioxypyrid-4-ylamino)-6-methoxyquinazoline

生成物 1

HCID 685414644(5-Chloro-2,3-methylenedioxypyrid-4-ylamino)-6-methoxy-7-(piperidin-4-ylmethoxy)quinazoline収率 90.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (1 ml) was added to a solution of 7-(N-tert-butoxycarbonylpiperidin-4-ylmethoxy)-4-(5-chloro-2,3-methylenedioxypyrid-4-ylamino)-6-methoxyquinazoline (0.253 g) in methylene chloride (10 ml) and the reaction mixture was stirred at ambient temperature for 1 hour. The reaction mixture was evaporated. Toluene was added to the residue and the mixture was evaporated. The residue was purified by column chromatography on silica (Isolute SCX column) using a 7M methanolic ammonia solution as eluent. There was thus obtained the title compound as a solid (0.187 g); NMR Spectrum: (DMSOd6) 1.25 (m, 2H), 1.75 (d, 2H), 1.93 (m, 1H), 2.54 (m, 2H), 3.0 (d, 2H), 3.93 (s, 3H), 3.98 (d, 2H), 6.17 (s, 2H), 7.15 (s, 1H), 7.76 (s, 1H), 7.78 (s, 1H), 8.23 (s, 1H); Mass Spectrum: M+H+ 444 and 446.

後処理

  1. customThe reaction mixture was evaporated
  2. additionToluene was added to the residue
  3. customthe mixture was evaporated
  4. customThe residue was purified by column chromatography on silica (Isolute SCX column)

出典と根拠

ORDレコード
ord-95780a87494844d0ade407a09a3e15b7
出典データセット
uspto-grants-2008_12
特許番号
US07462623B2

関連ノート

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