Formaldehyde → HCID 46862572, compound

HRID 242464Notes

Reaction equation

HRID 242464 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](C)[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(OC(C)(C)C)=O)CCC=3NN=2)C=CC=1F.C=O>>[F:27][C:25]1[CH:26]=[C:21]([C:13]2[C:14]3[CH2:15][NH:16][CH2:17][CH2:18][C:19]=3[N:11]([C:9]([NH:8][C@@H:3]([C:2]([CH3:31])([CH3:30])[CH3:1])[C:4]([NH:6][CH3:7])=[O:5])=[O:10])[N:12]=2)[CH:22]=[CH:23][C:24]=1[F:28]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 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 59345327tert-butyl 3-(3,4-difluorophenyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate

Product 1

HCID 46862572HCID 46862572, compound

Procedure

Compound 52 was prepared according to the procedure described for the synthesis of compound 37 by replacing intermediate 19 with intermediate 15, without the reductive amination step with formaldehyde. 1H NMR (CDCl3) δ 7.92 (d, J=9.4 Hz, 1H), 7.50-7.55 (m, 1H), 7.37-7.40 (m, 1H), 7.19-7.26 (m, 1H), 6.10 (br, 1H), 4.15 (d, J=9.4 Hz, 1H), 4.04 (s, 1H), 3.09-3.15 (m, 4H), 2.85 (d, J=4.8 Hz, 3H), 1.06 (s, 9H). LCMS (+ESI) m/z=406.2 [M+H]+.

Sources & evidence

ORD record
ord-9ee3ae2134f14104ab8b9d43e389762a
Source dataset
uspto-grants-2014_02
Patent number
US08653127B2

Reaction notes

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