2-Methyl-4-nitro-pyrazole-3-carbaldehyde → HCID 86713878, compound

HRID 521941Notes

Reaction equation

HRID 521941 reaction equation
NC1C=NC=CC=1[C@@H:8]1[O:13][C@H:12]([CH3:14])[C@:11]([OH:16])([CH3:15])[C@H:10]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH2:9]1.[CH3:25][N:26]1[C:30](C=O)=[C:29]([N+:33]([O-])=O)[CH:28]=[N:27]1>>[NH2:33][C:29]1[CH:28]=[N:27][N:26]([CH3:25])[C:30]=1[C@@H:8]1[O:13][C@H:12]([CH3:14])[C@:11]([OH:16])([CH3:15])[C@H:10]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:21])([CH3:22])[CH3:23])[CH2:9]1

Participants

3

Reactant 2

HCID 598129402-Methyl-4-nitro-pyrazole-3-carbaldehyde2×HCID 67208265HCID 67208265, compound

Product 1

HCID 86713878HCID 86713878, compound

Procedure

Prepared in an analogous manner to tert-butyl ((2R*,3S*,4R*,6R*)-6-(3-aminopyridin-4-yl)-3-hydroxy-2,3-dimethyltetrahydro-2H-pyran-4-yl)carbamate (WO2012/004217), replacing 3-nitroisonicotinaldehyde with 1-methyl-4-nitro-1H-pyrazole-5-carbaldehyde (Intermediate 3).

Sources & evidence

ORD record
ord-626bcbed7c004557b3a76a1f46088571
Source dataset
uspto-grants-2016_05
Patent number
US09328106B2

Reaction notes

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