Diisopropylethylamine → 2-(4-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-2-methyl-propionic acid ethyl ester

HRID 1161342노트

반응식

HRID 1161342 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH:13]([CH:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)[C:14]([NH:16][CH2:17][C@H:18]3CC[C@H](C(O)=O)C[CH2:19]3)=[O:15])[C:11]3[CH:33]=[CH:34][C:35]([F:37])=[CH:36][C:10]=3[N:9]=2)=[CH:4][CH:3]=1.[F:38][P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1.C(N(C(C)C)C(C)C)C.[CH2:71]([O:73][C:74](=[O:87])[C:75]([O:78][C:79]1C=CC(N)=[C:81]([F:86])[CH:80]=1)([CH3:77])[CH3:76])[CH3:72]>CN(C)C=O.C(OCC)(=O)C>[CH2:71]([O:73][C:74](=[O:87])[C:75]([O:78][C:79]1[CH:19]=[CH:18][C:17]([NH:16][C:14](=[O:15])[CH:13]([N:12]2[C:11]3[CH:33]=[C:34]([F:38])[C:35]([F:37])=[CH:36][C:10]=3[N:9]=[C:8]2[C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)=[C:81]([F:86])[CH:80]=1)([CH3:77])[CH3:76])[CH3:72]

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 671309762-(4-Amino-3-fluoro-phenoxy)-2-methyl-propionic acid ethyl esterHCID 178523387HCID 178523387, 화합물2회

생성물 1

HCID 686460602-(4-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-2-methyl-propionic acid ethyl ester수율 40%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To the solution of 0.2 g (0.49 mmol) [2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-cyclohexyl-acetic acid (example 22, intermediate c)) in 3 ml N,N-dimethylformamide, 0.21 g (0.55 mmol) O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate, 0.42 ml (0.32 g, 2.5 mmol) N-ethyldiisopropylamine and 0.13 g (0.54 mmol) 2-(4-amino-3-fluoro-phenoxy)-2-methyl-propionic acid ethyl ester were added. After 18 h the reaction mixture was poured on water and ethyl acetate, the phases were separated, the organic layer was washed twice with water followed by brine and dried over magnesium sulfate. After filtration the residue was purified by column chromatography on silica gel to give 0.12 g (40%) of the desired compound as light yellow foam.

후처리

  1. customthe phases were separated
  2. washthe organic layer was washed twice with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationAfter filtration the residue
  5. customwas purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-10c6f0bbb8ab4367a0ce48505b93e9ea
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816540B2

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