(2R)-2-(methylamino)propanoic acid → N-{[3-(4-{[4-[5-fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-indazol-1-yl)phenyl]carbonyl}-N-methyl-D-alanine

HRID 1925585Notes

Reaction equation

HRID 1925585 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:45][CH3:46])=[C:6]([C:8]([CH3:44])([CH3:43])[CH2:9][C:10]([OH:42])([C:38]([F:41])([F:40])[F:39])[CH2:11][NH:12][C:13]2[CH:21]=[C:20]([CH3:22])[CH:19]=[C:18]3[C:14]=2[CH:15]=[N:16][N:17]3[C:23]2[CH:24]=[C:25]([C:29]([N:31]([CH3:37])[C@H:32]([C:34]([OH:36])=[O:35])[CH3:33])=[O:30])[CH:26]=[CH:27][CH:28]=2)[CH:7]=1.FC1C=CC(OC)=C(C(C)(C)CC(O)(C(F)(F)F)CNC2C=C(C)C=C3C=2C=NN3C2C=C(C=CC=2)C(O)=O)C=1.CN[C@@H](C(O)=O)C>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:45][CH3:46])=[C:6]([C:8]([CH3:43])([CH3:44])[CH2:9][C:10]([OH:42])([C:38]([F:39])([F:40])[F:41])[CH2:11][NH:12][C:13]2[CH:21]=[C:20]([CH3:22])[CH:19]=[C:18]3[C:14]=2[CH:15]=[N:16][N:17]3[C:23]2[CH:24]=[C:25]([C:29]([N:31]([CH3:37])[C@@H:32]([C:34]([OH:36])=[O:35])[CH3:33])=[O:30])[CH:26]=[CH:27][CH:28]=2)[CH:7]=1

Participants

4

Reactant 3

HCID 92973(2R)-2-(methylamino)propanoic acidHCID 251807833-(4-{[4-[5-fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-indazol-1-yl)benzoic acidHCID 57672635N-{[3-(4-{[4-[5-Fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-indazol-1-yl)phenyl]carbonyl}-N-methyl-L-alanine

Product 1

HCID 57672636N-{[3-(4-{[4-[5-fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-indazol-1-yl)phenyl]carbonyl}-N-methyl-D-alanine

Procedure

Prepared similarly to Intermediate 4 from 3-(4-{[4-[5-fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-indazol-1-yl)benzoic acid and N-methyl-D-alanine.

Sources & evidence

ORD record
ord-28017332bac84ee2868ca8d10f91c0d4
Source dataset
uspto-grants-2012_05
Patent number
US08178573B2

Reaction notes

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