Hexamethyldisilazane → HCID 51000640, 화합물

HRID 339789

반응식

HRID 339789 반응식
[N:1]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][N:9]=2)[C:4](O)=[N:3][CH:2]=1.[CH2:12]([O:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][NH2:28])=[CH:22][CH:21]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C[Si](C)(C)N[Si](C)(C)C.S([O-])([O-])(=O)=O.[NH4+].[NH4+]>>[CH2:12]([O:19][C:20]1[CH:21]=[CH:22][C:23]([CH2:26][CH2:27][NH:28][C:4]2[C:5]3[C:10](=[N:9][CH:8]=[CH:7][N:6]=3)[N:1]=[CH:2][N:3]=2)=[CH:24][CH:25]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

참가 물질

5

반응물 4

HCID 13838HexamethyldisilazaneHCID 2009572-(4-Benzyloxy-phenyl)-ethylamineHCID 6097028Ammonium SulfateHCID 178518044HCID 178518044, 화합물

생성물 1

HCID 51000640HCID 51000640, 화합물수율 73.8%

반응 조건

온도
114 °C

실험 절차

To a mixture of pteridin-4-ol (282 mg, 1.9 mmol) and 2-(4-benzyloxyphenyl)-ethylamine (476 mg, 2.1 mmol) and hexamethyldisilazane (5 mL) in a 25 mL round bottom flask, equipped with reflux condenser, drying tube and magnetic stir bar, was added ammonium sulfate (100 mg, 0.76 mmol). The mixture was heated to 114° C. overnight and then the solvent was removed in vacuo. The residue was suspended in H2O and filtered. The filter cake was dissolved in CH2Cl2, dried with Na2SO4, filtered, and concentrated in vacuo to provide [2-(4-benzyloxyphenyl)-ethyl]-pteridin-4-yl-amine as a white solid (501 mg): 1H NMR (300 MHz) δ 9.01 (d, J=1.9 Hz, 1H), 8.81 (s, 1H), 8.61 (d, J=1.9 Hz, 1H), 7.49-7.29 (m, 6H), 7.25-7.15 (m, 3H), 6.96 (dd, J=6.8, 4.8 Hz, 2H), 5.06 (s, 2H), 3.93 (dd, J=13.2, 6.9 Hz, 2H), 3.00 (t, J=7.0 Hz, 2H); ESIMS m/z 358.1 ([M+H]+).

후처리

  1. customequipped
  2. temperaturewith reflux condenser
  3. customdrying tube and magnetic stir bar
  4. customthe solvent was removed in vacuo
  5. filtrationfiltered
  6. dissolutionThe filter cake was dissolved in CH2Cl2
  7. dry with materialdried with Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-77c73c745c1c4686897b5f10ee01b42b
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895568B2

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