Tetrabutylammonium Fluoride → HCID 178486908、化合物

HRID 1295734ノート

反応式

HRID 1295734 の反応式
C([Si](C)(C)[O:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]([CH:33]=[CH:34][CH:35]=1)[CH2:13][N:14]([CH3:32])[C:15]1[NH:16][C:17]2[C:22]([C:23](=[O:25])[N:24]=1)=[C:21]([O:26][CH3:27])[C:20]([O:28][CH3:29])=[C:19]([O:30][CH3:31])[CH:18]=2)(C)(C)C.[N+](CCCC)(CCCC)(CCCC)CCCC.[F-]>C1COCC1>[OH:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]([CH:33]=[CH:34][CH:35]=1)[CH2:13][N:14]([CH3:32])[C:15]1[NH:16][C:17]2[C:22]([C:23](=[O:25])[N:24]=1)=[C:21]([O:26][CH3:27])[C:20]([O:28][CH3:29])=[C:19]([O:30][CH3:31])[CH:18]=2

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 1784869092-[[3-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]phenyl]methyl-methylamino]-5,6,7-trimethoxy-1H-quinazolin-4-one

生成物 1

HCID 178486908HCID 178486908、化合物収率 16.57%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Compound from step 4 (431 mg, 0.82 mmol) was dissolved in dry THF (15 mL). Bu4NF (0.82 mL, 1.0 M in THF) was added and the mixture was stirred overnight. The mixture was concentrated in vacuo. The residue was dissolved in hot MeOH and allowed to stand for crystallization. A small fraction of diethyl ether was added to induce crystallization. The solid was filtered and dried to give 56 mg (16.57%) of a white crystalline solid. mp 146.0–147.5° C.; 1H NMR (D2O-d2) δ 3.19 (s, 3 H), 3.86 (s, 3 H), 3.88 (s, 3 H), 3.89 (t, 2 H, J=4.4), 3.92 (s, 3H), 4.04 (t, 2 H, J=4.4), 4.85 (s, 2 H), 6.63 (s, 1 H), 6.83 (m, 3 H), 7.23 (t, 1 H, J=7.8); 13C NMR (DMSO-d6, 39.50) δ 35.57, 52.90, 56.37, 61.81, 61.83, 62.16, 69.55, 102.77, 104.74, 113.65, 114.35, 120.55, 130.24, 138.86, 139.30, 150.96, 151.03, 153.47, 159.45, 159.56, 162.81; MS (ES+) m/z 416 (M+H); Anal. (C21H25N3O6)C: calcd, 60.71; found, 60.39; H: calcd, 6.07; found, 5.97; N: calcd, 10.11; found, 10.01.

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. dissolutionThe residue was dissolved in hot MeOH
  3. customto stand for crystallization
  4. additionA small fraction of diethyl ether was added
  5. customcrystallization
  6. filtrationThe solid was filtered
  7. customdried

出典と根拠

ORDレコード
ord-4c86c2b042214f27b2617f8bea32521a
出典データセット
uspto-grants-2007_07
特許番号
US07244738B2

反応ノート

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