Triethylamine → HCID 47151431, compound

HRID 2367269Notes

Reaction equation

HRID 2367269 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([NH2:9])[N:3]=1.[CH:10]1([NH2:19])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11]1.C(N(CC)CC)C>CN1C(=O)CCC1>[Cl:8][C:6]1[N:5]=[C:4]([NH2:9])[N:3]=[C:2]([NH:19][CH:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12][CH2:11]2)[CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 655222-Amino-4,6-dichloropyrimidineHCID 123445(+-)-1-Aminoindan

Product 1

HCID 47151431HCID 47151431, compoundYield 86.9%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of 4,6-dichloro-2-pyrimidinamine (500 mg, 3.09 mmol), 2,3-dihydro-1H-inden-1-amine (500 mg, 3.78 mmol) and triethylamine (2 mL) in NMP (3 mL) was heated to 160° C. for 2 hours in a BiotageInitiator® microwave synthesizer. The reaction mixture was evaporated and purified by SiO2 chromatography eluting with 1:3 petroleum ether/THF to afford the title compound (700 mg) as a yellow solid. LC-MS (ES) m/z=261 [M+H]+.

Workup

  1. customThe reaction mixture was evaporated
  2. custompurified by SiO2 chromatography
  3. washeluting with 1:3 petroleum ether/THF

Sources & evidence

ORD record
ord-cef4bf798a3b43228313e23df0adb36a
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

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