Hydrochloric Acid → 2-((S)-2-(5-(4-(6-(2-((S)-7-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)-1,4-dioxa-7-azaspiro[4.4]nonan-8-yl)-1H-imidazol-5-yl)naphthalen-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-2-oxo-1-phenylethylcarbamic acid methyl ester

HRID 1751545Notes

Reaction equation

HRID 1751545 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.[O:66]=[C:67]([N:80]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:109]=[CH:108][C:107]([C:110]6[NH:114][C:113]([C@@H:115]7[CH2:119][CH2:118][CH2:117][NH:116]7)=[N:112][CH:111]=6)=[CH:106][CH:105]=5)[CH:100]=4)[CH:95]=3)=[CH:92][N:93]=2)[CH2:87][C:82]2([O:86][CH2:85][CH2:84][O:83]2)[CH2:81]1)[C@@H:68]([NH:75][C:76](=[O:79])[O:77][CH3:78])[CH:69]1[CH2:74]COC[CH2:70]1.Cl>>[CH3:60][O:59][C:57](=[O:58])[NH:56][CH:49]([C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)[C:48]([N:116]1[CH2:117][CH2:118][CH2:119][C@H:115]1[C:113]1[NH:114][C:110]([C:107]2[CH:106]=[CH:105][C:104]([C:99]3[CH:98]=[CH:97][C:96]4[C:101](=[CH:102][CH:103]=[C:94]([C:91]5[NH:90][C:89]([C@@H:88]6[CH2:87][C:82]7([O:86][CH2:85][CH2:84][O:83]7)[CH2:81][N:80]6[C:67](=[O:66])[C@@H:68]([NH:75][C:76]([O:77][CH3:78])=[O:79])[CH:69]([CH3:70])[CH3:74])=[N:93][CH:92]=5)[CH:95]=4)[CH:100]=3)=[CH:109][CH:108]=2)=[CH:111][N:112]=1)=[O:61]

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 67682385methyl (S)-2-oxo-2-((S)-8-(5-(6-(4-(2-((S)-pyrrolidin-2-yl)-1H-imidazol-5-yl)phenyl)naphthalen-2-yl)-1H-imidazol-2-yl)-1,4-dioxa-7-azaspiro[4.4]nonan-7-yl)-1-(tetrahydro-2H-pyran-4-yl)ethylcarbamateHCID 69675210HCID 69675210, compound

Product 1

HCID 867087652-((S)-2-(5-(4-(6-(2-((S)-7-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)-1,4-dioxa-7-azaspiro[4.4]nonan-8-yl)-1H-imidazol-5-yl)naphthalen-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-2-oxo-1-phenylethylcarbamic acid methyl ester

Procedure

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)-3-methyl-1-oxo-1-((S)-8-(5-(6-(4-(2-((S)-pyrrolidin-2-yl)-1H-imidazol-5-yl)phenyl)naphthalen-2-yl)-1H-imidazol-2-yl)-1,4-dioxa-7-azaspiro[4.4]nonan-7-yl)butan-2-ylcarbamate 3× HCl 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 3× HCl salt. MS (ESI) m/z 881.90 [M+H]+. (14 mg, 16%).

Sources & evidence

ORD record
ord-3b68976897e04d588ffba8987e18a10d
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

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