Water → HCID 15158240, compound

HRID 1646387Notes

Reaction equation

HRID 1646387 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.C(N(CC)CC)C.[CH3:16][NH:17][N:18]1[CH:22]=[CH:21][CH:20]=[CH:19]1.O>C(O)C>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([N:17]([CH3:16])[N:18]2[CH:22]=[CH:21][CH:20]=[CH:19]2)[CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 709434,6-DichloropyrimidineHCID 14232103N-methyl-1H-pyrrol-1-amine

Product 1

HCID 15158240HCID 15158240, compoundYield 31.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
80 °C

Procedure

To a solution of 4,6-dichloropyrimidine (5.0 g), in 50 ml absolute ethanol was added triethylamine (5.8 ml), followed by a solution of N-methyl-1H-pyrrol-1-amine (3.2 g), in 30 ml ethanol. After stirring at 80° C. for twenty hours, the mixture was poured into 300 ml water, stirred for five minutes, and the resultant tan precipitate collected and dried to give 2.4 g, m.p. 88°-89° C. This material was sublimed at 75° C./1.0 mm Hg to give 2.2 g (31%) of 6-Chloro-N-methyl-N-(1H-pyrrol-1-yl)-4-pyrimidinamine, m.p. 88°-89° C.

Workup

  1. stirringstirred for five minutes
  2. customthe resultant tan precipitate collected
  3. customdried
  4. customto give 2.4 g, m.p. 88°-89° C
  5. customwas sublimed at 75° C.

Sources & evidence

ORD record
ord-0e8e9502264d420495a09cba6dcd854a
Source dataset
uspto-grants-1993_01
Patent number
US05179204

Reaction notes

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