tert-Butyl (3-aminopropyl)carbamate → tert-butyl 3-(1-methyl-4-nitro-1H-pyrazol-5-ylamino)propylcarbamate

HRID 2089436Notes

Reaction equation

HRID 2089436 reaction equation
Cl[C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[NH2:11][CH2:12][CH2:13][CH2:14][NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19]>>[CH3:7][N:6]1[C:2]([NH:11][CH2:12][CH2:13][CH2:14][NH:15][C:16](=[O:22])[O:17][C:18]([CH3:20])([CH3:19])[CH3:21])=[C:3]([N+:8]([O-:10])=[O:9])[CH:4]=[N:5]1

Participants

3

Reactant 2

HCID 2735700tert-Butyl (3-aminopropyl)carbamateHCID 123448365-chloro-1-methyl-4-nitro-1H-pyrazole

Product 1

HCID 67436676tert-butyl 3-(1-methyl-4-nitro-1H-pyrazol-5-ylamino)propylcarbamateYield 85%

Procedure

Following Example 58, reaction of 5-chloro-1-methyl-4-nitro-1H-pyrazole and tert-butyl 3-aminopropylcarbamate gave tert-butyl 3-(1-methyl-4-nitro-1H-pyrazol-5-ylamino)propylcarbamate as a pale yellow gum (1.27 g, 85%). 1H NMR (400 MHz, CDCl3) δ 7.88 (s, 1H), 6.75 (s br, 1H), 4.67 (s br, 1H), 3.84 (s, 3H), 3.54 (q, J=6.6 Hz, 2H), 3.27 (q, J=6.6 Hz, 2H), 1.90-1.79 (m, 2H), 1.44 (s, 9H)

Sources & evidence

ORD record
ord-8c0ab51aea9148edb7a822a38b753399
Source dataset
uspto-grants-2013_05
Patent number
US08436001B2

Reaction notes

Loading…