HCID 69675210, compound → HCID 178502479, compound

HRID 1751572Notes

Reaction equation

HRID 1751572 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.[O:69]=[C:70]([N:83]1[C@H:88]([C:89]2[NH:90][C:91]([C:94]3[CH:103]=[CH:102][C:101]4[C:96](=[CH:97][CH:98]=[C:99]([C:104]5[CH:105]=[C:106]6[C:119](=[CH:120][CH:121]=5)[C:110]5[NH:111][C:112]([C@@H:114]7[CH2:118][CH2:117][CH2:116][NH:115]7)=[N:113][C:109]=5[CH:108]=[CH:107]6)[CH:100]=4)[CH:95]=3)=[CH:92][N:93]=2)[C@@H:87]2[CH2:122][C@H:84]1[CH2:85][CH2:86]2)[C@@H:71]([NH:78][C:79](=[O:82])[O:80][CH3:81])[CH:72]1[CH2:77][CH2:76][O:75][CH2:74][CH2:73]1>>[CH3:60][O:59][C:57](=[O:58])[NH:56][C@H:49]([C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)[C:48]([N:115]1[CH2:116][CH2:117][CH2:118][C@H:114]1[C:112]1[NH:111][C:110]2[C:119]3[C:106]([CH:107]=[CH:108][C:109]=2[N:113]=1)=[CH:105][C:104]([C:99]1[CH:98]=[CH:97][C:96]2[C:101](=[CH:102][CH:103]=[C:94]([C:91]4[NH:90][C:89]([C@@H:88]5[C@@H:87]6[CH2:122][C@@H:84]([CH2:85][CH2:86]6)[N:83]5[C:70](=[O:69])[C@@H:71]([NH:78][C:79]([O:80][CH3:81])=[O:82])[CH:72]5[CH2:73][CH2:74][O:75][CH2:76][CH2:77]5)=[N:93][CH:92]=4)[CH:95]=2)[CH:100]=1)=[CH:121][CH:120]=3)=[O:61]

Participants

3

Reactant 2

HCID 69675210HCID 69675210, compoundHCID 178502480HCID 178502480, compound

Product 1

HCID 178502479HCID 178502479, 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 (S)-2-oxo-2-((1R,3S,4S)-3-(5-(6-(2-((S)-pyrrolidin-2-yl)-1H-naphtho[1,2-d]imidazol-7-yl)naphthalen-2-yl)-1H-imidazol-2-yl)-2-azabicyclo[2.2.1]heptan-2-yl)-1-(tetrahydro-2H-pyran-4-yl)ethylcarbamate 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 915.83 [M+H]+. (59 mg, 88%).

Sources & evidence

ORD record
ord-024beff0bd074f3ca58ed5f9b07c7682
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

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