glucagon receptor antagonists-4 → HCID 68156267, compound

HRID 537421Notes

Reaction equation

HRID 537421 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:24]=[C:25]([CH3:36])[C:26]=1[N:27]1[CH:31]=[C:30]([C:32]([F:35])([F:34])[F:33])[CH:29]=[N:28]1)[O:5][C@H:6]([C:10]1[CH:23]=[CH:22][C:13]([C:14]([NH:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])=[O:15])=[CH:12][CH:11]=1)[CH2:7][CH2:8][CH3:9].CC1C=C(C=C(C)C=1N1C=C(C(F)(F)F)C=N1)O[C@@H](C1C=CC(C(NCCC(O)=O)=O)=CC=1)CCC.C1(C(NC2C=NC(N3C=C(C(F)(F)F)N=C3)=CC=2)C2C=CC(C(NCCC(O)=O)=O)=CC=2)CCCC1.C1([C@@H](NC2C=NC(N3C=C(C(F)(F)F)N=C3)=CC=2)C2C=CC(C(NCCC(O)=O)=O)=CC=2)CCCC1.C1([C@H](NC2C=NC(N3C=C(C(F)(F)F)N=C3)=CC=2)C2C=CC(C(NCCC(O)=O)=O)=CC=2)CCCC1>>[CH3:1][C:2]1[CH:3]=[C:4]([CH:24]=[C:25]([CH3:36])[C:26]=1[N:27]1[CH:31]=[C:30]([C:32]([F:34])([F:33])[F:35])[CH:29]=[N:28]1)[O:5][CH:6]([C:10]1[CH:11]=[CH:12][C:13]([C:14]([NH:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])=[O:15])=[CH:22][CH:23]=1)[CH2:7][CH2:8][CH3:9]

Participants

6

Reactant 5

HCID 60151939glucagon receptor antagonists-4HCID 60152081HCID 60152081, compoundHCID 60152478HCID 60152478, compoundHCID 68156772HCID 68156772, compoundHCID 68157647HCID 68157647, compound

Product 1

HCID 68156267HCID 68156267, compound

Procedure

(S)-3-(4-(1-(3,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenoxy)butyl)benzamido)propanoic acid; (R)-3-(4-(1-(3,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenoxy)butyl)benzamido)propanoic acid; (+/−)-3-(4-(cyclopentyl(6-(4-(trifluoromethyl)-1H-imidazol-1-yl)pyridin-3-ylamino)methyl)benzamido)propanoic acid; (R)-3-(4-(cyclopentyl(6-(4-(trifluoromethyl)-1H-imidazol-1-yl)pyridin-3-ylamino)methyl)benzamido)propanoic acid; and (S)-3-(4-(cyclopentyl(6-(4-(trifluoromethyl)-1H-imidazol-1-yl)pyridin-3-ylamino)methyl)benzamido)propanoic acid; or a pharmaceutically acceptable salt thereof.

Sources & evidence

ORD record
ord-c232f7613629424b8ee254eaa8eaa472
Source dataset
uspto-grants-2014_10
Patent number
US08859591B2

Reaction notes

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