Di-tert-butyl dicarbonate → tert-butyl N-[6-chloro-2-(trifluoromethyl)pyrimidin-4-yl]carbamate

HRID 69949

Reaction equation

HRID 69949 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([NH2:12])[CH:3]=1.[O:13](C(OC(C)(C)C)=O)[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=O>CN(C1C=CN=CC=1)C>[Cl:1][C:2]1[N:7]=[C:6]([C:8]([F:10])([F:11])[F:9])[N:5]=[C:4]([NH:12][C:14](=[O:13])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH:3]=1

Participants

4

Reactant 2

HCID 90495Di-tert-butyl dicarbonateHCID 2452716-Chloro-2-(trifluoromethyl)pyrimidin-4-amine

Product 1

HCID 87669774tert-butyl N-[6-chloro-2-(trifluoromethyl)pyrimidin-4-yl]carbamate

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

Method 24 was followed using 6-chloro-2-(trifluoromethyl)pyrimidin-4-amine (1.0 equiv.), BOC2O (1.0 equiv.), and DMAP (cat.) to afford tert-butyl 6-chloro-2-(trifluoromethyl)pyrimidin-4-ylcarbamate in 64%. LCMS (m/z): 298.1 (MH+); LC Rt=4.73 min.

Sources & evidence

ORD record
ord-6afc93268c104228859111cfbfd1091d
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Linked notes

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