1,4-Dideoxy-1,4-iminothreitol → HCID 58464846, compound

HRID 2089377Notes

Reaction equation

HRID 2089377 reaction equation
Cl[C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[NH:11]1[CH2:15][C@H:14]([OH:16])[C@@H:13]([OH:17])[CH2:12]1>>[CH3:7][N:6]1[C:2]([N:11]2[CH2:15][C@H:14]([OH:16])[C@@H:13]([OH:17])[CH2:12]2)=[C:3]([N+:8]([O-:10])=[O:9])[CH:4]=[N:5]1

Participants

3

Reactant 2

HCID 1461981,4-Dideoxy-1,4-iminothreitolHCID 123448365-chloro-1-methyl-4-nitro-1H-pyrazole

Product 1

HCID 58464846HCID 58464846, compoundYield 91%

Procedure

Reaction of 5-chloro-1-methyl-4-nitro-1H-pyrazole and (3S,4S)-pyrrolidine-3,4-diol gave (3S,4S)-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)pyrrolidine-3,4-diol as a bright yellow solid (258 mg, 91%). 1H NMR (400 MHz, d4-MeOD) δ 8.04 (s, 1H), 4.27-4.22 (m, 2H), 3.98 (dd, J=10.0, 4.4 Hz, 2H), 3.84 (s, 3H), 3.31-3.25 (m, 2H)

Sources & evidence

ORD record
ord-f34311a415e64294b03633d386f8509b
Source dataset
uspto-grants-2013_05
Patent number
US08436001B2

Reaction notes

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