3-amino-N,N-dimethylbenzylamine → HCID 66670014, compound

HRID 1038724Notes

Reaction equation

HRID 1038724 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([NH2:11])[CH:8]=[CH:9][CH:10]=1)[CH3:3].Cl[C:13]1[N:18]=[CH:17][N:16]=[C:15]([NH2:19])[CH:14]=1>>[CH3:3][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([NH:11][C:13]2[CH:14]=[C:15]([NH2:19])[N:16]=[CH:17][N:18]=2)[CH:8]=[CH:9][CH:10]=1)[CH3:1]

Participants

3

Reactant 2

HCID 992943-amino-N,N-dimethylbenzylamineHCID 2380124-Amino-6-chloropyrimidine

Product 1

HCID 66670014HCID 66670014, compound

Conditions

Temperature
150 °C

Procedure

The title compound is prepared as described in Example 152A but using 3-dimethylaminomethyl-phenylamine, 6-chloro-pyrimidin-4-ylamine, and stirring the reaction mixture for 2 h at 150° C. The crude product is purified by trituration in diethyl ether followed by silica gel column chromatography (DCM/MeOH+1% NH3aq, 92:8) of the resulting beige solid to afford the title compound as a white solid. ESI-MS: 242.1 [MH]−; tR=0.95 min (purity: 100%, gradient J); TLC: Rf=0.11 (DCM/MeOH+1% NH3aq, 92:8).

Workup

  1. customThe title compound is prepared
  2. customThe crude product is purified by trituration in diethyl ether

Sources & evidence

ORD record
ord-93aaf9f52dfb4ac8b33e6f2da683768a
Source dataset
uspto-grants-2013_10
Patent number
US08552002B2

Reaction notes

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