tert-Butyl N-(2-((methylsulfonyl)oxy)ethyl)carbamate → 2-(3-(2-Methoxy-4-nitrophenyl)-1H-pyrazol-1-yl)ethanamine

HRID 872482Notes

Reaction equation

HRID 872482 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[C:12]1[NH:16][N:15]=[CH:14][CH:13]=1.CS(O[CH2:22][CH2:23][NH:24]C(OC(C)(C)C)=O)(=O)=O>>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[C:12]1[CH:13]=[CH:14][N:15]([CH2:22][CH2:23][NH2:24])[N:16]=1

Participants

3

Reactant 2

HCID 22605302tert-Butyl N-(2-((methylsulfonyl)oxy)ethyl)carbamateHCID 671708615-(2-methoxy-4-nitrophenyl)-1H-pyrazole

Product 1

HCID 671729732-(3-(2-Methoxy-4-nitrophenyl)-1H-pyrazol-1-yl)ethanamine

Procedure

The title compound was prepared from 5-(2-Methoxy-4-nitrophenyl)-1H-pyrazole (1.00 g) and 2-(tert-butoxycarbonylamino)ethyl methanesulfonate (1.42 g) using the method of Example 37(c). Yield 0.24 g (as HCl-salt). 1H-NMR (400 MHz; d6-DMSO): δ 3.32 (t, 2H), 4.02 (s, 3H), 4.47 (t, 2H), 6.94 (d, 1H), 7.88-7.93 (m, 3H), 8.12 (br s, 2H), 8.22 (d, 1H).

Sources & evidence

ORD record
ord-6263bbf0d05d4494a541618c996b76a0
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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