N,N-Dimethyl-1,3-propanediamine → HCID 68287947, compound

HRID 1396908Notes

Reaction equation

HRID 1396908 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][N:3]=1.C1C[CH2:18][N:17]2[C:12](=[N:13][CH2:14][CH2:15][CH2:16]2)CC1.CN(C)CCCN>>[CH3:12][N:17]([CH3:18])[CH2:16][CH2:15][CH2:14][NH:13][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 3457522-Chloro-4-aminopyrimidine

Product 1

HCID 68287947HCID 68287947, compoundYield 57%

Conditions

Temperature
220 °C

Procedure

A mixture of 2-chloro-4-pyrimidinamine (300 mg, 2.316 mmol), DBU (419 μl, 2.78 mmol) and N,N-dimethyl-1,3-propanediamine (437 μl, 3.47 mmol) was heated to 220° C. via a microwave reactor for 30 min. The reaction mixture was purified by RP-HPLC to yield N2-[3-(dimethylamino) propyl]-2,4-pyrimidinediamine (256 mg, 1.311 mmol, 57% yield). MS (ES+) m/z 196.2 (MH+).

Workup

  1. customThe reaction mixture was purified by RP-HPLC

Sources & evidence

ORD record
ord-f0dfab811b514b659c2807a39d3fddd5
Source dataset
uspto-grants-2014_12
Patent number
US08901119B2

Reaction notes

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