4-Aminomethyltetrahydropyran → HCID 58464849, compound

HRID 1185335Notes

Reaction equation

HRID 1185335 reaction equation
Cl[C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[O:11]1[CH2:16][CH2:15][CH:14]([CH2:17][NH2:18])[CH2:13][CH2:12]1>>[CH3:7][N:6]1[C:2]([NH:18][CH2:17][CH:14]2[CH2:15][CH2:16][O:11][CH2:12][CH2:13]2)=[C:3]([N+:8]([O-:10])=[O:9])[CH:4]=[N:5]1

Participants

3

Reactant 2

HCID 27732104-AminomethyltetrahydropyranHCID 123448365-chloro-1-methyl-4-nitro-1H-pyrazole

Product 1

HCID 58464849HCID 58464849, compoundYield 93%

Procedure

Reaction of 5-chloro-1-methyl-4-nitro-1H-pyrazole and (tetrahydro-2H-pyran-4-yl)methanamine gave 1-methyl-4-nitro-N-((tetrahydro-2H-pyran-4-yl)methyl)-1H-pyrazol-5-amine as an off-white solid (277 mg, 93%). 1H NMR (400 MHz, CDCl3) δ 7.88 (d, J=1.6 Hz, 1H), 6.75 (s, 1H), 4.01 (dd, J=11.6, 4.3 Hz, 2H), 3.85 (d, J=1.0 Hz, 3H), 3.44-3.32 (m, 4H), 1.90-1.76 (m, 1H), 1.75-1.68 (m, 2H), 1.38 (qd, J=12.4, 4.4 Hz, 2H)

Sources & evidence

ORD record
ord-8a13314f078a49c5b30f4c02d81862ec
Source dataset
uspto-grants-2014_03
Patent number
US08669361B2

Reaction notes

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