Diisopropylethylamine → HCID 59473707, 화합물

HRID 453918노트

반응식

HRID 453918 반응식
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

참가 물질

8

반응물 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, 화합물

생성물 1

HCID 59473707HCID 59473707, 화합물수율 95%

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-b45f05fb7331417ab315e0763a01ba2e
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492559B2

반응 노트

불러오는 중…