Methyl (S)-4-((7-isopropyl-6-(4-(trifluoromethyl)benzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine-3-carboxamido)methyl)benzoate → (S)-4-((7-isopropyl-6-(4-(trifluoromethyl)benzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine-3-carboxamido)methyl)benzoic acid

HRID 1777845Notes

Reaction equation

HRID 1777845 reaction equation
C([C@H]1C2=NC=C(C(O)=O)C=C2CN1CC1C=CC(C(F)(F)F)=CC=1)(C)C.[CH:27]([C@H:30]1[C:34]2=[N:35][CH:36]=[C:37]([C:39]([NH:41][CH2:42][C:43]3[CH:52]=[CH:51][C:46]([C:47]([O:49]C)=[O:48])=[CH:45][CH:44]=3)=[O:40])[CH:38]=[C:33]2[CH2:32][N:31]1[CH2:53][C:54]1[CH:59]=[CH:58][C:57]([C:60]([F:63])([F:62])[F:61])=[CH:56][CH:55]=1)([CH3:29])[CH3:28]>>[CH:27]([C@H:30]1[C:34]2=[N:35][CH:36]=[C:37]([C:39]([NH:41][CH2:42][C:43]3[CH:52]=[CH:51][C:46]([C:47]([OH:49])=[O:48])=[CH:45][CH:44]=3)=[O:40])[CH:38]=[C:33]2[CH2:32][N:31]1[CH2:53][C:54]1[CH:55]=[CH:56][C:57]([C:60]([F:62])([F:63])[F:61])=[CH:58][CH:59]=1)([CH3:29])[CH3:28]

Participants

3

Reactant 2

HCID 118274896Methyl (S)-4-((7-isopropyl-6-(4-(trifluoromethyl)benzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine-3-carboxamido)methyl)benzoateHCID 118274962(S)-7-isopropyl-6-(4-(trifluoromethyl)benzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine-3-carboxylic acid

Product 1

HCID 118274909(S)-4-((7-isopropyl-6-(4-(trifluoromethyl)benzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine-3-carboxamido)methyl)benzoic acid

Procedure

Procedure same as that for (S)-7-isopropyl-6-(4-(trifluoromethyl)benzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine-3-carboxylic acid, using methyl(S)-4-((7-isopropyl-6-(4-(trifluoromethyl)benzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine-3-carboxamido)methyl)benzoate as a starting material. LC-MS tR=1.20 min in 2 min chromatography, MS (ESI) m/z 498 [M+H]+.

Sources & evidence

ORD record
ord-42a820834f2840f8b668d45fe7b4c64d
Source dataset
uspto-grants-2016_02
Patent number
US09266886B2

Reaction notes

Loading…