Water → 6-chloro-2-(methylthio)-N-(prop-2-ynyl)pyrimidine-4-amine

HRID 63605

Reaction equation

HRID 63605 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([S:9][CH3:10])[N:3]=1.[CH2:11]([NH2:14])[C:12]#[CH:13].O>C(#N)C>[Cl:8][C:6]1[N:5]=[C:4]([S:9][CH3:10])[N:3]=[C:2]([NH:14][CH2:11][C:12]#[CH:13])[CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 805314,6-Dichloro-2-(methylthio)pyrimidineHCID 239041Propargylamine

Product 1

HCID 903036916-chloro-2-(methylthio)-N-(prop-2-ynyl)pyrimidine-4-amineYield 99.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 1.00 g (5.13 mmol) of 4,6-dichloro-2-(methylthio)pyrimidine and 0.7 ml (10.3 mmol) of propargylamine in 10 ml of acetonitrile was stirred for 12 hours at 60° C. The reaction solution was poured onto cold water. Then, the formed precipitate was filtered, washed several times with cold water and dried. 1.09 g of a light yellow solid were obtained.

Workup

  1. filtrationThen, the formed precipitate was filtered
  2. washwashed several times with cold water
  3. customdried

Sources & evidence

ORD record
ord-01225f880448429ca0699b60ca00ba14
Source dataset
uspto-grants-2016_09
Patent number
US09447095B2

Linked notes

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