Diisopropylethylamine → HCID 46909184, 화합물

HRID 1694316노트

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HRID 1694316 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([S:13]([N:16]1[CH2:21][CH2:20][N:19]3[CH:22]=[CH:23][CH:24]=[C:18]3[CH:17]1[CH2:25][C:26]([OH:28])=O)(=[O:15])=[O:14])[CH:7]=[CH:6]2.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:62]([NH:66][CH2:67][C:68]1[CH:69]=[C:70]2[C:75](=[CH:76][CH:77]=1)[CH2:74][CH:73]([NH2:78])[CH2:72][CH2:71]2)([CH3:65])([CH3:64])[CH3:63]>C(Cl)Cl>[C:62]([NH:66][CH2:67][C:68]1[CH:69]=[C:70]2[C:75](=[CH:76][CH:77]=1)[CH2:74][CH:73]([NH:78][C:26](=[O:28])[CH2:25][CH:17]1[N:16]([S:13]([C:8]3[CH:7]=[CH:6][C:5]4[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=4)[CH:9]=3)(=[O:14])=[O:15])[CH2:21][CH2:20][N:19]3[CH:22]=[CH:23][CH:24]=[C:18]13)[CH2:72][CH2:71]2)([CH3:65])([CH3:63])[CH3:64]

참가 물질

6

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 594864212-(2-(6-Methoxynaphthalen-2-ylsulfonyl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-1-yl)acetic acidHCID 59486444HCID 59486444, 화합물

생성물 1

HCID 46909184HCID 46909184, 화합물수율 34%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a cooled (0° C.) suspension of 2-(2-(6-methoxynaphthalen-2-ylsulfonyl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-1-yl)acetic acid (S2) (310 mg, 0.77 mmol, 1.0 eq.) in DCM (20 ml) was added HATU (600 mg, 1.54 mmol, 2 eq.) and DIPEA (0.4 ml, 2.31 mmol, 3 eq.) and the reaction mixture was allowed to stir for 30 min. Finally, 6-((tert-Butylamino)methyl)-1,2,3,4-tetrahydronaphthalen-2-amine (A15) (180 mg, 0.77 mmol, 1.0 eq.) was added and the reaction mixture and it was stirred at RT for 16 h. The mixture was diluted with DCM (100 ml) and successively washed with ammonium chloride solution (50 ml), sodium bicarbonate solution (50 ml), water (10 ml) and brine (10 ml). The organics were dried over Na2SO4 and the solvent was evaporated under reduced pressure to give the crude product which was purified by column chromatography (silica gel, 6% MeOH/DCM) to yield the pure title compound as a white solid. Yield: 34% (160 mg, 0.26 mmol); MS, Rt=3.6 min; m/z=615.1 [MH]+

후처리

  1. temperatureTo a cooled
  2. stirringthe reaction mixture and it was stirred at RT for 16 h
  3. washsuccessively washed with ammonium chloride solution (50 ml), sodium bicarbonate solution (50 ml), water (10 ml) and brine (10 ml)
  4. dry with materialThe organics were dried over Na2SO4
  5. customthe solvent was evaporated under reduced pressure
  6. customto give the crude product which
  7. customwas purified by column chromatography (silica gel, 6% MeOH/DCM)

출처 및 근거

ORD 기록
ord-0d809fd21b3446dfa74c21ae09aaaa15
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158628B2

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