(S)-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-5-methyl-3-(2,4,5-trifluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamide → HCID 46862882, compound

HRID 242498Notes

Reaction equation

HRID 242498 reaction equation
[CH3:1][C:2]([CH3:31])([CH3:30])[C@H:3]([NH:8][C:9]([N:11]1[C:19]2[CH2:18][CH2:17][N:16]([CH3:20])[CH2:15][C:14]=2[C:13]([C:21]2[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:22]=2F)=[N:12]1)=[O:10])[C:4]([NH:6][CH3:7])=[O:5].FC1C=C(C2C3CN([C:49](OC(C)(C)C)=[O:50])CCC=3NN=2)C=CC=1F.N[C@@H](C(C)(C)C)C(NCCO)=O>>[F:27][C:25]1[CH:26]=[C:21]([C:13]2[C:14]3[CH2:15][N:16]([CH3:20])[CH2:17][CH2:18][C:19]=3[N:11]([C:9]([NH:8][C@@H:3]([C:2]([CH3:31])([CH3:1])[CH3:30])[C:4]([NH:6][CH2:7][CH2:49][OH:50])=[O:5])=[O:10])[N:12]=2)[CH:22]=[CH:23][C:24]=1[F:28]

Participants

4

Reactant 3

HCID 46863441(S)-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-5-methyl-3-(2,4,5-trifluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamideHCID 58124726(S)-2-amino-N-(2-hydroxyethyl)-3,3-dimethylbutanamideHCID 59345327tert-butyl 3-(3,4-difluorophenyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate

Product 1

HCID 46862882HCID 46862882, compound

Procedure

Compound 98 was prepared according to the procedure for the synthesis of compound 37 by replacing intermediate 19 with intermediate 15, and replacing tert-leucine methylamide with intermediate 23. LCMS (+ESI) m/z=450.3 [M+H]+. 1H NMR (CDCl3) δ 7.89 (d, J=9.1 Hz, 1H), 7.52 (t, J=4 Hz, 1H), 7.40 (br, 1H), 7.23 (q, J=8.9 Hz, 1H), 4.20 (d, J=9.1 Hz, 1H), 3.69 (s, 2H), 3.56 (s, 2H), 3.42 (s, 2H), 3.16 (s, 2H), 2.74 (t, J=5.5 Hz, 2H), 2.52 (s, 3H), 1.06 (s, 9H). Purity: 96%.

Sources & evidence

ORD record
ord-cf62ba390d2a4234aee6ed573afca8ff
Source dataset
uspto-grants-2014_02
Patent number
US08653127B2

Reaction notes

Loading…