Methylamine → 5-Iodo-N-methyl-4-pyrimidinamine

HRID 643274Notes

Reaction equation

HRID 643274 reaction equation
Cl[C:2]1[C:7]([I:8])=[CH:6][N:5]=[CH:4][N:3]=1.[CH3:9][NH2:10]>>[I:8][C:7]1[C:2]([NH:10][CH3:9])=[N:3][CH:4]=[N:5][CH:6]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 112302044-Chloro-5-iodopyrimidine

Product 1

HCID 132615125-Iodo-N-methyl-4-pyrimidinamineYield 78%

Procedure

A solution of 4-chloro-5-iodopyrimidine 67A (2.03 g, 8.44 mmol) in 40% aqueous MeNH2 solution was stirred at RT for 17 h. The mixture was then extracted with DCM (2×150 ml). The combined organic phase were dried concentrated to give 5-iodo-4-methylaminopyrimidine 67B (1.55 g, 78%) as an orange solid which was used for the next step without further purification.

Workup

  1. extractionThe mixture was then extracted with DCM (2×150 ml)
  2. customThe combined organic phase were dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b3fb1595b0ce474b859e1a3bb75a4cc3
Source dataset
uspto-grants-2010_04
Patent number
US07700592B2

Reaction notes

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