Diisopropylethylamine → HCID 59473707、化合物

HRID 453918ノート

反応式

HRID 453918 の反応式
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[C:34]([O:38][C:39]([NH:41][CH2:42][C:43]1[CH:44]=[CH:45][CH:46]=[C:47]2[C:51]=1[N:50]([CH2:52][C:53]([OH:55])=O)[CH:49]=[CH:48]2)=[O:40])([CH3:37])([CH3:36])[CH3:35].[N:56]1[CH:61]=[CH:60][C:59]([N:62]2[CH2:67][CH2:66][C:65]3([CH2:72][CH2:71][NH:70][CH2:69][CH2:68]3)[CH2:64][CH2:63]2)=[CH:58][CH:57]=1>C1COCC1.CN(C=O)C.C(OCC)(=O)C>[O:55]=[C:53]([N:70]1[CH2:69][CH2:68][C:65]2([CH2:66][CH2:67][N:62]([C:59]3[CH:60]=[CH:61][N:56]=[CH:57][CH:58]=3)[CH2:63][CH2:64]2)[CH2:72][CH2:71]1)[CH2:52][N:50]1[C:51]2[C:47](=[CH:46][CH:45]=[CH:44][C:43]=2[CH2:42][NH:41][C:39](=[O:40])[O:38][C:34]([CH3:36])([CH3:37])[CH3:35])[CH:48]=[CH:49]1

参加物

8

反応物 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 159408113-(Pyridin-4-yl)-3,9-diazaspiro[5.5]undecaneHCID 59473691HCID 59473691、化合物

生成物 1

HCID 59473707HCID 59473707、化合物収率 95%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

HATU (464 mg, 1.22 mmol, 1.0 equiv.) and DIPEA (0.8 ml, 4.88 mmol, 4.0 equiv.) were added at 0° C. to a suspension of 2-(7-((tert-butoxycarbonylamino)methyl)-1H-indol-1-yl)acetic acid (372 mg, 1.22 mmol, 1.0 equiv.) in THF (8 ml), and the mixture was stirred for 15 min. A solution of 3-pyridin-4-yl-3,9-diazaspiro[5.5]undecane (F-14) (283 mg, 1.22 mmol, 1.0 equiv.), dissolved in a mixture of THF (4 ml) and DMF (0.5 ml), was added, and stirring was carried out for 14 h at RT. The reaction mixture was diluted with ethyl acetate (30 ml) and extracted with sodium bicarbonate solution (2×20 ml), NH4Cl solution (2×20 ml), water (20 ml) and sat. NaCl solution (20 ml) and dried over Na2SO4. The solvent was removed under vacuum and the crude product was purified by column chromatography (Alox neutral; 0.5% MeOH/DCM), and the desired product was thus obtained in the form of a white solid.

後処理

  1. additionwas added
  2. stirringstirring
  3. waitwas carried out for 14 h at RT
  4. extractionextracted with sodium bicarbonate solution (2×20 ml), NH4Cl solution (2×20 ml), water (20 ml) and sat. NaCl solution (20 ml)
  5. dry with materialdried over Na2SO4
  6. customThe solvent was removed under vacuum
  7. customthe crude product was purified by column chromatography (Alox neutral; 0.5% MeOH/DCM)

出典と根拠

ORDレコード
ord-b45f05fb7331417ab315e0763a01ba2e
出典データセット
uspto-grants-2013_07
特許番号
US08492559B2

反応ノート

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