{2-[2-(5-{4-[6-(2-{1-[2-Methoxycarbonylamino-2-(tetrahydro-pyran-4-yl)-acetyl]-pyrrolidin-2-yl}-3H-imidazol-4-yl)-naphthalen-2-yl]-phenyl}-1H-imidazol-2-yl)-pyrrolidin-1-yl]-2-oxo-1-phenyl-ethyl}-carbamic acid methyl ester → [2-Ethyl-1-(2-{5-[6-(4-{2-[1-(2-methoxycarbonylamino-2-phenyl-acetyl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-phenyl)-naphthalen-2-yl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-butyl]-carbamic acid methyl ester

HRID 1751577Notes

Reaction equation

HRID 1751577 reaction equation
[CH3:1][O:2][C:3](=[O:64])[NH:4][CH:5]([C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=1)[C:6]([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[C:13]1[NH:14][C:15]([C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:33]=[CH:32][C:31]4[C:26](=[CH:27][CH:28]=[C:29]([C:34]5[NH:35][C:36]([CH:39]6[CH2:43][CH2:42][CH2:41][N:40]6[C:44](=[O:57])[CH:45]([NH:52][C:53]([O:55][CH3:56])=[O:54])[CH:46]6[CH2:51][CH2:50]O[CH2:48][CH2:47]6)=[N:37][CH:38]=5)[CH:30]=4)[CH:25]=3)=[CH:20][CH:19]=2)=[CH:16][N:17]=1)=[O:7].C(C(CC)C(NC(OC)=O)C(O)=O)C>>[CH3:56][O:55][C:53](=[O:54])[NH:52][CH:45]([C:44]([N:40]1[CH2:41][CH2:42][CH2:43][CH:39]1[C:36]1[NH:35][C:34]([C:29]2[CH:28]=[CH:27][C:26]3[C:31](=[CH:32][CH:33]=[C:24]([C:21]4[CH:20]=[CH:19][C:18]([C:15]5[NH:14][C:13]([CH:9]6[CH2:10][CH2:11][CH2:12][N:8]6[C:6](=[O:7])[CH:5]([NH:4][C:3]([O:2][CH3:1])=[O:64])[C:58]6[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=6)=[N:17][CH:16]=5)=[CH:23][CH:22]=4)[CH:25]=3)[CH:30]=2)=[CH:38][N:37]=1)=[O:57])[CH:46]([CH2:51][CH3:50])[CH2:47][CH3:48]

Participants

3

Reactant 2

HCID 69672814{2-[2-(5-{4-[6-(2-{1-[2-Methoxycarbonylamino-2-(tetrahydro-pyran-4-yl)-acetyl]-pyrrolidin-2-yl}-3H-imidazol-4-yl)-naphthalen-2-yl]-phenyl}-1H-imidazol-2-yl)-pyrrolidin-1-yl]-2-oxo-1-phenyl-ethyl}-carbamic acid methyl esterHCID 722359753-Ethyl-2-methoxycarbonylamino-pentanoic acid

Product 1

HCID 77335556[2-Ethyl-1-(2-{5-[6-(4-{2-[1-(2-methoxycarbonylamino-2-phenyl-acetyl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-phenyl)-naphthalen-2-yl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-butyl]-carbamic acid methyl esterYield 21%

Procedure

This compound was prepared according to the procedure used to prepare {2-[2-(5-{4-[6-(2-{1-[2-Methoxycarbonylamino-2-(tetrahydro-pyran-4-yl)-acetyl]-pyrrolidin-2-yl}-3H-imidazol-4-yl)-naphthalen-2-yl]-phenyl}-1H-imidazol-2-yl)-pyrrolidin-1-yl]-2-oxo-1-phenyl-ethyl}-carbamic acid methyl ester (Example ES) using 3-Ethyl-2-methoxycarbonylamino-pentanoic acid (0.032 g, 0.156 mmol) to give the title compound (0.023, 21% yield) as a white solid. LCMS-ESI+: calc'd for C49H54N8O6: 850.42 (M+); Found: 851.5 (M+H+).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-f6432360ec7a4de8ae93074cb2cb70eb
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

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