[1-(2-{5-[6-(4-{2-[1-(2-Amino-2-phenyl-acetyl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-phenyl)-naphthalen-2-yl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester → HCID 178502149, compound

HRID 1751522Notes

Reaction equation

HRID 1751522 reaction equation
COC(=O)NC(C(N1CCCC1C1NC(C2C=CC3C(=CC=C(C4C=CC(C5NC(C6CCCN6C(=O)C(N)C6C=CC=CC=6)=NC=5)=CC=4)C=3)C=2)=CN=1)=O)C(C)C.[CH3:58][O:59][C:60](=[O:123])[NH:61][CH:62]([C:66]([N:68]1[CH2:72][CH2:71][CH2:70][CH:69]1[C:73]1[NH:77][C:76]2[C:78]3[C:83]([CH2:84][CH2:85][C:75]=2[N:74]=1)=[CH:82][C:81]([C:86]1[CH:95]=[CH:94][C:93]2[C:88](=[CH:89][CH:90]=[C:91]([C:96]4[NH:97][C:98]([CH:101]5[CH2:105][CH2:104][CH2:103][N:102]5[C:106](=[O:122])[CH:107]([NH:114]C(OC(C)(C)C)=O)[C:108]5[CH:113]=[CH:112][CH:111]=[CH:110][CH:109]=5)=[N:99][CH:100]=4)[CH:92]=2)[CH:87]=1)=[CH:80][CH:79]=3)=[O:67])[CH:63]([CH3:65])[CH3:64]>>[CH3:58][O:59][C:60](=[O:123])[NH:61][CH:62]([C:66]([N:68]1[CH2:72][CH2:71][CH2:70][CH:69]1[C:73]1[NH:77][C:76]2[C:78]3[C:83]([CH2:84][CH2:85][C:75]=2[N:74]=1)=[CH:82][C:81]([C:86]1[CH:95]=[CH:94][C:93]2[C:88](=[CH:89][CH:90]=[C:91]([C:96]4[NH:97][C:98]([CH:101]5[CH2:105][CH2:104][CH2:103][N:102]5[C:106](=[O:122])[CH:107]([NH2:114])[C:108]5[CH:113]=[CH:112][CH:111]=[CH:110][CH:109]=5)=[N:99][CH:100]=4)[CH:92]=2)[CH:87]=1)=[CH:80][CH:79]=3)=[O:67])[CH:63]([CH3:65])[CH3:64]

Participants

3

Reactant 2

HCID 69675184[1-(2-{5-[6-(4-{2-[1-(2-Amino-2-phenyl-acetyl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-phenyl)-naphthalen-2-yl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl esterHCID 178502151HCID 178502151, compound

Product 1

HCID 178502149HCID 178502149, compoundYield 99%

Procedure

This compound was synthesized using the procedure used to make [1-(2-{5-[6-(4-{2-[1-(2-Amino-2-phenyl-acetyl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-phenyl)-naphthalen-2-yl]-1H-imidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester using (1-{2-[7-(6-{2-[1-(2-tert-Butoxycarbonylamino-2-phenyl-acetyl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-naphthalen-2-yl)-4,5-dihydro-1H-naphtho[1,2-d]imidazol-2-yl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester (0.180 g, 0.202 mmol) to give the title compound (0.160, >99% yield). LCMS-ESI+: calc'd for C47H50N8O4: 790.40 (M+); Found: 791.39 (M+H+).

Workup

  1. customThis compound was synthesized

Sources & evidence

ORD record
ord-a60a857c688f4b98b9a175d504d59920
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

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