HCID 69675210, compound → HCID 178502317, compound

HRID 1751570Notes

Reaction equation

COC(=O)N[C@@H](C(C)C)C(N1[C@H](C2NC(C3C=CC(C4C=CC5C(=CC=C(C6NC([C@@H]7CCCN7[C:48](=[O:61])[C@H:49]([NH:56][C:57]([O:59][CH3:60])=[O:58])[C:50]7[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=7)=NC=6)C=5)C=4)=CC=3)=CN=2)CC2(OCCO2)C1)=O.Cl.Cl.Cl.[C@H:69]12[CH2:75][C@H:72]([CH2:73][CH2:74]1)[C@@H:71]([C:76]1[NH:77][C:78]([C:81]3[CH:82]=[C:83]4[C:88](=[CH:89][CH:90]=3)[CH:87]=[C:86]([C:91]3[CH:92]=[C:93]5[C:118](=[CH:119][CH:120]=3)[C:97]3[NH:98][C:99]([C@@H:101]6[CH2:105][CH2:104][CH2:103][N:102]6[C:106](=[O:117])[C@@H:107]([NH:112][C:113](=[O:116])[O:114][CH3:115])[C@H:108]([O:110][CH3:111])[CH3:109])=[N:100][C:96]=3[CH:95]=[CH:94]5)[CH:85]=[CH:84]4)=[CH:79][N:80]=1)[NH:70]2>>[CH3:115][O:114][C:113](=[O:116])[NH:112][C@@H:107]([C@H:108]([O:110][CH3:111])[CH3:109])[C:106]([N:102]1[CH2:103][CH2:104][CH2:105][C@H:101]1[C:99]1[NH:98][C:97]2[C:118]3[C:93]([CH:94]=[CH:95][C:96]=2[N:100]=1)=[CH:92][C:91]([C:86]1[CH:85]=[CH:84][C:83]2[C:88](=[CH:89][CH:90]=[C:81]([C:78]4[NH:77][C:76]([C@@H:71]5[C@@H:72]6[CH2:75][C@@H:69]([CH2:74][CH2:73]6)[N:70]5[C:48](=[O:61])[C@H:49]([NH:56][C:57]([O:59][CH3:60])=[O:58])[C:50]5[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=5)=[N:80][CH:79]=4)[CH:82]=2)[CH:87]=1)=[CH:120][CH:119]=3)=[O:117]

Participants

Reactant 2

HCID 69675210HCID 69675210, compound

HCID 178502319HCID 178502319, compound

Product 1

HCID 178502317HCID 178502317, compound

Procedure

The title compound was prepared according to the method employed to prepare (S)-1-((S)-8-(5-(4-(6-(2-((S)-1-((R)-2-(methoxycarbonylamino)-2-phenylacetyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)naphthalen-2-yl)phenyl)-1H-imidazol-2-yl)-1,4-dioxa-7-azaspiro[4.4]nonan-7-yl)-3-methyl-1-oxobutan-2-ylcarbamic acid methyl ester, except that methyl (2S,3R)-1-((S)-2-(7-(6-(2-((1R,3S,4S)-2-azabicyclo[2.2.1]heptan-3-yl)-1H-imidazol-5-yl)naphthalen-2-yl)-1H-naphtho[1,2-d]imidazol-2-yl)pyrrolidin-1-yl)-3-methoxy-1-oxobutan-2-ylcarbamate 3HCl salt was used instead of methyl (S)-3-methyl-1-oxo-1-((S)-8-(5-(4-(6-(2-((S)-pyrrolidin-2-yl)-1H-imidazol-5-yl)naphthalen-2-yl)phenyl)-1H-imidazol-2-yl)-1,4-dioxa-7-azaspiro[4.4]nonan-7-yl)butan-2-ylcarbamate 3HCl salt. MS (ESI) m/z 889.43 [M+H]+. (100 mg, 43%).

Sources & evidence

ORD record: ord-5773f7f92151462ba3dcc369bd3c1c9a
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09156823B2

Reaction notes

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