Tetrabutylammonium Fluoride → HCID 178486908, 화합물

HRID 1295734노트

반응식

HRID 1295734 반응식
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

참가 물질

4

반응물 2

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

생성물 1

HCID 178486908HCID 178486908, 화합물수율 16.57%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4c86c2b042214f27b2617f8bea32521a
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244738B2

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