4-Amino-6-chloro-2-methylthiopyrimidine → HCID 86669199, compound

HRID 69948Notes

Reaction equation

HRID 69948 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([S:8][CH3:9])[N:5]=[C:4]([NH2:10])[CH:3]=1.[O:11](C(OC(C)(C)C)=O)[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=O>CN(C1C=CN=CC=1)C>[Cl:1][C:2]1[N:7]=[C:6]([S:8][CH3:9])[N:5]=[C:4]([N:10]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:11])[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:11])[CH:3]=1

Participants

4

Reactant 2

HCID 704964-Amino-6-chloro-2-methylthiopyrimidineHCID 90495Di-tert-butyl dicarbonate

Product 1

HCID 86669199HCID 86669199, compound

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

Method 24 was followed using 6-chloro-2-(methylthio)pyrimidin-4-amine (1.0 equiv.), BOC2O (2.0 equiv.), and DMAP (cat.) to afford 6-chloro-N,N-di-BOC-2-(methylthio)pyrimidin-4-amine in >95%. LCMS (m/z): 376.1 (MH+); LC Rt=4.9 min.

Sources & evidence

ORD record
ord-686d47d587ce4c5ebc3d4b2afe3d07dc
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Reaction notes

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