Diisopropylethylamine → HCID 71494104, 화합물

HRID 1750456노트

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HRID 1750456 반응식
[C:1]([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[C:8]([C:17]2[S:18][CH:19]=[C:20]([CH2:22][C:23](O)=[O:24])[N:21]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].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.[N:59]1([C:64]2[CH:71]=[CH:70][C:67]([CH2:68][NH2:69])=[CH:66][CH:65]=2)[CH:63]=[CH:62][N:61]=[CH:60]1>CN(C=O)C.O>[C:1]([N:5]1[C:9]([C:10]2[CH:11]=[CH:12][C:13]([F:16])=[CH:14][CH:15]=2)=[C:8]([C:17]2[S:18][CH:19]=[C:20]([CH2:22][C:23]([NH:69][CH2:68][C:67]3[CH:66]=[CH:65][C:64]([N:59]4[CH:63]=[CH:62][N:61]=[CH:60]4)=[CH:71][CH:70]=3)=[O:24])[N:21]=2)[CH:7]=[N:6]1)([CH3:3])([CH3:2])[CH3:4]

참가 물질

7

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 147398884-(Imidazol-1-yl)benzylamineHCID 867211822-(2-(1-tert-butyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)acetic acid

생성물 1

HCID 71494104HCID 71494104, 화합물수율 46.7%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A solution of 2-(2-(1-tert-butyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)acetic acid (50 mg, 0.14 mmol), HATU (106 mg, 0.28 mmol), DIEA (0.049 mL, 0.28 mmol) and 4-(1H-imidazol-1-yl)benzylamine (96 mg, 0.56 mmol) in DMF (2.0 mL) was stirred at room temperature for 14 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by NH-silica gel column chromatography (solvent gradient; 50→70% ethyl acetate/hexane) to give the title compound (33.4 mg, 0.065 mmol, 46.7%) as a white powder.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water and saturated brine
  3. customdried
  4. customthe solvent was evaporated under reduced pressure
  5. customThe obtained residue was purified by NH-silica gel column chromatography (solvent gradient; 50→70% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-3964f14674b84959887286e6e85dd0b9
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156837B2

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