Isopropylamine → 4-Isopropylamino-2,6-dichloro-5-methoxypyrimidine

HRID 484997Notes

Reaction equation

HRID 484997 reaction equation
C(N(CC)CC)C.[CH:8]([NH2:11])([CH3:10])[CH3:9].[Cl:12][C:13]1[N:18]=[C:17](Cl)[C:16]([O:20][CH3:21])=[C:15]([Cl:22])[N:14]=1>CC(CC)=O>[CH:8]([NH:11][C:17]1[C:16]([O:20][CH3:21])=[C:15]([Cl:22])[N:14]=[C:13]([Cl:12])[N:18]=1)([CH3:10])[CH3:9]

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 8471TriethylamineHCID 202711362,4,6-Trichloro-5-methoxypyrimidine

Product 1

HCID 202711334-Isopropylamino-2,6-dichloro-5-methoxypyrimidine

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

42 ml of triethylamine, 25 ml of isopropylamine, 250 ml of methylethylketone and 32 g of 2,4,6-trichloro-5-methoxypyrimidine (prepared as indicated by Budesinsky et Coll., Ceskoslov. Farm. 10, 241-247, 1961) were stirred together at 20° C. for 6 hours. The reaction mixture was then evaporated under reduced pressure and the residue fixed on a silica gel column. This was followed by elution with a 95/5 toluene-diethylamine mixture. In this way were isolated 20.2 g of 4-isopropylamino-2,6-dichloro-5-methoxypyrimidine.

Workup

  1. customThe reaction mixture was then evaporated under reduced pressure
  2. washThis was followed by elution with a 95/5 toluene-diethylamine mixture

Sources & evidence

ORD record
ord-5d0e3b3778f64d00a52540e1729dd74e
Source dataset
uspto-grants-1985_08
Patent number
US04535080

Reaction notes

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