Acetic Acid → (4'-Chloro-2-{6-[1-cyclohexyl-5-(1h-tetrazol-5-yl)-1h-benzoimidazol-2-yl]-quinolin-2-yl}-biphenyl-4-yl)-pyrrolidin-1-yl-methanone

HRID 1788551노트

반응식

HRID 1788551 반응식
[Cl:1][C:2]1[CH:33]=[CH:32][C:5]([C:6]2[C:11](C3C=CC4C(=CC=C(C(O)=O)C=4)N=3)=[CH:10][C:9]([C:25]([N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)=[O:26])=[CH:8][CH:7]=2)=[CH:4][CH:3]=1.CN(C(O[N:42]1[N:50]=[N:49]C2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(O[C:61]([C:63]1[CH:64]=[C:65]2[N:71]=[C:70]([C:72]3[CH:73]=[C:74]4[C:79](=[CH:80][CH:81]=3)[N:78]=[C:77](C3C=CC=CC=3Br)[CH:76]=[CH:75]4)[N:69]([CH:89]3[CH2:94][CH2:93][CH2:92][CH2:91][CH2:90]3)[C:66]2=[N:67][CH:68]=1)=O)C.[CH3:95]C(O)=O>>[Cl:1][C:2]1[CH:33]=[CH:32][C:5]([C:6]2[CH:11]=[CH:10][C:9]([C:25]([N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)=[O:26])=[CH:8][C:7]=2[C:77]2[CH:76]=[CH:75][C:74]3[C:79](=[CH:80][CH:81]=[C:72]([C:70]4[N:69]([CH:89]5[CH2:90][CH2:91][CH2:92][CH2:93][CH2:94]5)[C:66]5[CH:95]=[CH:61][C:63]([C:68]6[NH:67][N:42]=[N:50][N:49]=6)=[CH:64][C:65]=5[N:71]=4)[CH:73]=3)[N:78]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 4

HCID 176Acetic AcidHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 576029872-[4'-Chloro-4-(pyrrolidine-1-carbonyl)-biphen-2-yl]-quinoline-6-carboxylic acidHCID 689192122-[2-(2-Bromo-phenyl)-quinolin-6-yl]-3-cyclohexyl-3H-imidazo[4,5-b]pyridine-6-carboxylic Acid Ethyl Ester

생성물 1

HCID 136096452(4'-Chloro-2-{6-[1-cyclohexyl-5-(1h-tetrazol-5-yl)-1h-benzoimidazol-2-yl]-quinolin-2-yl}-biphenyl-4-yl)-pyrrolidin-1-yl-methanone수율 23%

실험 절차

The amine was reacted with Compound 259e (0.125 g, 0.274 mmol) in the presence of HBTU (0.114 g, 0.30 mmol), followed cyclization in AcOH according to procedures described for the preparation of Compound 477d. Separation by RP HPLC (from 10% of buffer B to 85% of buffer B) gave the title compound (42 mg, 23%).

후처리

  1. customSeparation by RP HPLC (from 10% of buffer B to 85% of buffer B)

출처 및 근거

ORD 기록
ord-888263f4fc154cd191ba199a1d5df0a7
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07511145B2

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