HCID 69675210, compound → (2S,3R)-1-((1R,3 S,4R)-3-(6-(9,9-difluoro-7-(2-((S)-1-((R)-2-(methoxycarbonylamino)-2-phenylacetyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)-9H-fluoren-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptan-2-yl)-3-methoxy-1-oxobutan-2-ylcarbamic acid methyl ester

HRID 1751554Notes

Reaction equation

HRID 1751554 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.[F:69][C:70]1([F:121])[C:82]2[CH:81]=[C:80]([C:83]3[CH:84]=[CH:85][C:86]4[N:90]=[C:89]([C@@H:91]5[C@H:96]6[CH2:97][C@@H:93]([CH2:94][CH2:95]6)[N:92]5[C:98](=[O:109])[C@@H:99]([NH:104][C:105](=[O:108])[O:106][CH3:107])[C@H:100]([O:102][CH3:103])[CH3:101])[NH:88][C:87]=4[CH:110]=3)[CH:79]=[CH:78][C:77]=2[C:76]2[C:71]1=[CH:72][C:73]([C:111]1[NH:115][C:114]([C@@H:116]3[CH2:120][CH2:119][CH2:118][NH:117]3)=[N:113][CH:112]=1)=[CH:74][CH:75]=2>>[CH3:107][O:106][C:105](=[O:108])[NH:104][C@@H:99]([C@H:100]([O:102][CH3:103])[CH3:101])[C:98]([N:92]1[C@H:91]([C:89]2[NH:88][C:87]3[CH:110]=[C:83]([C:80]4[CH:79]=[CH:78][C:77]5[C:76]6[C:71](=[CH:72][C:73]([C:111]7[NH:115][C:114]([C@@H:116]8[CH2:120][CH2:119][CH2:118][N:117]8[C:48](=[O:61])[C@H:49]([NH:56][C:57]([O:59][CH3:60])=[O:58])[C:50]8[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=8)=[N:113][CH:112]=7)=[CH:74][CH:75]=6)[C:70]([F:69])([F:121])[C:82]=5[CH:81]=4)[CH:84]=[CH:85][C:86]=3[N:90]=2)[C@H:96]2[CH2:97][C@H:93]1[CH2:94][CH2:95]2)=[O:109]

Participants

3

Reactant 2

HCID 69675210HCID 69675210, compoundHCID 131733621methyl (2S,3R)-1-((1R,3S,4R)-3-(6-(9,9-difluoro-7-(2-((S)-pyrrolidin-2-yl)-1H-imidazol-5-yl)-9H-fluoren-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptan-2-yl)-3-methoxy-1-oxobutan-2-ylcarbamate 3HCl salt

Product 1

HCID 89917379(2S,3R)-1-((1R,3 S,4R)-3-(6-(9,9-difluoro-7-(2-((S)-1-((R)-2-(methoxycarbonylamino)-2-phenylacetyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)-9H-fluoren-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptan-2-yl)-3-methoxy-1-oxobutan-2-ylcarbamic acid methyl ester

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-((1R,3S,4R)-3-(6-(9,9-difluoro-7-(2-((S)-pyrrolidin-2-yl)-1H-imidazol-5-yl)-9H-fluoren-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptan-2-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 913.74 [M+H]+. (91.4 mg, 56%).

Sources & evidence

ORD record
ord-c0d16350739d4025af31eb78087d7f12
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

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