4-Chloroaniline → HCID 21905766, compound

HRID 1246785Notes

Reaction equation

HRID 1246785 reaction equation
Cl[C:2]1[C:7]([NH2:8])=[C:6]([Cl:9])[N:5]=[C:4]([CH3:10])[N:3]=1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=1.C(O)C.Cl>O>[Cl:9][C:6]1[N:5]=[C:4]([CH3:10])[N:3]=[C:2]([NH:18][C:15]2[CH:16]=[CH:17][C:12]([Cl:11])=[CH:13][CH:14]=2)[C:7]=1[NH2:8]

Participants

5

Reactant 3

HCID 78124-ChloroanilineHCID 7366744,6-Dichloro-2-methylpyrimidin-5-amineHCID 21887872Ethanol hydrochloride

Product 1

HCID 21905766HCID 21905766, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

4,6-Dichloro-2-methylpyrimidin-5-ylamine (100 mg, 0.56 mmol) and 4-chlorophenylamine (86 mg, 0.68 mmol) were combined in H2O (1.5 ml) and 10:1 ethanol/HCl (0.24 ml) and heated to reflux for 6 hours. The reaction mixture was cooled and H2O added to it. The product was collected by filtration and dried on high vacuum to give the desired compound I-(7A-80)a as a tan solid (173 mg) that was carried on crude: +ESI MS (M+1) 269.2.

Workup

  1. temperatureto reflux for 6 hours
  2. temperatureThe reaction mixture was cooled
  3. filtrationThe product was collected by filtration
  4. customdried on high vacuum

Sources & evidence

ORD record
ord-81cad8ea1dae4c4298dd270051842147
Source dataset
uspto-grants-2006_10
Patent number
US07129239B2

Reaction notes

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