tert-butyl N-((2R)-1-hydroxypropan-2-yl)carbamate → HCID 70656800, compound

HRID 872595Notes

Reaction equation

HRID 872595 reaction equation
[N+:1]([C:4]1[C:5]([C:15]#[N:16])=[N:6][CH:7]=[C:8]([C:10]2[NH:14][N:13]=[CH:12][CH:11]=2)[CH:9]=1)([O-:3])=[O:2].O[CH2:18][C@H:19]([NH:21]C(=O)OC(C)(C)C)[CH3:20]>>[NH2:21][C@H:19]([CH3:20])[CH2:18][N:13]1[CH:12]=[CH:11][C:10]([C:8]2[CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[C:5]([C:15]#[N:16])=[N:6][CH:7]=2)=[N:14]1

Participants

3

Reactant 2

HCID 13200309tert-butyl N-((2R)-1-hydroxypropan-2-yl)carbamateHCID 67171445HCID 67171445, compound

Product 1

HCID 70656800HCID 70656800, compoundYield 56%

Procedure

(R)-5-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-3-nitropicolinonitrile was prepared from 3-nitro-5-(1H-pyrazol-5-yl)picolinonitrile (0.88 g, 4.9 mmol) and (R)-tert-butyl 1-hydroxypropan-2-ylcarbamate (0.86 g, 4.9 mmol) using the method of Example 34(d). Thus, 0.62 g (56%) of the title compound was obtained. m/z [273.3+1].

Sources & evidence

ORD record
ord-9eb8d151e2f74d13a3d7ce9f621bbdd5
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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