HCID 69675210, compound → HCID 89917997, compound

HRID 1751560Notes

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:118])[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[CH2:95][CH2:94][CH2:93][N:92]5[C:96](=[O:106])[C@@H:97]([NH:101][C:102](=[O:105])[O:103][CH3:104])[CH:98]([CH3:100])[CH3:99])[NH:88][C:87]=4[CH:107]=3)[CH:79]=[CH:78][C:77]=2[C:76]2[C:71]1=[CH:72][C:73]([C:108]1[NH:112][C:111]([C@@H:113]3[CH2:117][CH2:116][CH2:115][NH:114]3)=[N:110][CH:109]=1)=[CH:74][CH:75]=2>>[CH3:104][O:103][C:102](=[O:105])[NH:101][C@@H:97]([CH:98]([CH3:100])[CH3:99])[C:96]([N:92]1[CH2:93][CH2:94][CH2:95][C@H:91]1[C:89]1[NH:88][C:87]2[CH:107]=[C:83]([C:80]3[CH:79]=[CH:78][C:77]4[C:76]5[C:71](=[CH:72][C:73]([C:108]6[NH:112][C:111]([C@@H:113]7[CH2:117][CH2:116][CH2:115][N:114]7[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)=[N:110][CH:109]=6)=[CH:74][CH:75]=5)[C:70]([F:69])([F:118])[C:82]=4[CH:81]=3)[CH:84]=[CH:85][C:86]=2[N:90]=1)=[O:106]

Participants

Reactant 2

HCID 69675210HCID 69675210, compound

HCID 131733628HCID 131733628, compound

Product 1

HCID 89917997HCID 89917997, 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)-1-((S)-2-(6-(9,9-difluoro-7-(2-((S)-pyrrolidin-2-yl)-1H-imidazol-5-yl)-9H-fluoren-2-yl)-1H-benzo[d]imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-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 871.95 [M+H]+. (174 mg, 53%).

Sources & evidence

ORD record: ord-99853ca4f3c04b9a92a5aa90fe4cd0c4
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09156823B2

Reaction notes

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