tert-Butyl N-(2-((methylsulfonyl)oxy)ethyl)carbamate → 4-(1-(2-aminoethyl)-1H-pyrazol-3-yl)phthalonitrile

HRID 872487Notes

Reaction equation

HRID 872487 reaction equation
[NH:1]1[C:5]([C:6]2[CH:7]=[C:8]([C:14]#[N:15])[C:9](=[CH:12][CH:13]=2)[C:10]#[N:11])=[CH:4][CH:3]=[N:2]1.CS(O[CH2:21][CH2:22][NH:23]C(OC(C)(C)C)=O)(=O)=O>>[NH2:23][CH2:22][CH2:21][N:2]1[CH:3]=[CH:4][C:5]([C:6]2[CH:7]=[C:8]([C:14]#[N:15])[C:9](=[CH:12][CH:13]=2)[C:10]#[N:11])=[N:1]1

Participants

3

Reactant 2

HCID 22605302tert-Butyl N-(2-((methylsulfonyl)oxy)ethyl)carbamateHCID 671693214-(1H-pyrazol-5-yl)phthalonitrile

Product 1

HCID 671723844-(1-(2-aminoethyl)-1H-pyrazol-3-yl)phthalonitrile

Procedure

The title compound was prepared from 4-(1H-pyrazol-5-yl)phthalonitrile (0.38 g) and 2-(tert-butoxycarbonylamino)ethyl methanesulfonate (0.61 g) using the method of Example 37(c). Yield 0.050 g (as HCl-salt). 1H-NMR (400 MHz; d4-MeOH): δ 3.50 (t, 2H), 4.54 (t, 2H), 6.94 (d, 1H), 7.81 (d, 1H), 7.98 (d, 1H), 8.28 (dd, 1H), 8.49 (d, 1H).

Sources & evidence

ORD record
ord-b6423216358848b2866430c38b4c94fe
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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