Sodium Carbonate → 6-Chloro-N-(3-methyl-1H-indol-1-yl)-4-pyrimidinamine

HRID 1646394Notes

Reaction equation

CN1CCCC1=O.[CH3:8][C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([NH2:18])[CH:10]=1.[Cl:19][C:20]1[CH:25]=[C:24](Cl)[N:23]=[CH:22][N:21]=1.C([O-])([O-])=O.[Na+].[Na+]>O>[Cl:19][C:20]1[N:21]=[CH:22][N:23]=[C:24]([NH:18][N:11]2[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:9]([CH3:8])=[CH:10]2)[CH:25]=1

Participants

Conditions

Temperature: 120 °C

Procedure

To 125 ml of 1-methyl-2-pyrrolidinone was added 3-methyl-1H-indol-1-amine (10.0 g), and this mixture was heated to 120° C. Then 4,6-dichloropyrimidine (10.43 g), was added to the hot solution and this mixture was stirred for four hours. The reaction was cooled, poured into water, basified with Na2CO3 (aq) extracted with ethyl acetate and the organic layer washed with water and dried (sat. NaCl, anhy. MgSO4).

Workup

temperatureThe reaction was cooled
extractionextracted with ethyl acetate
washthe organic layer washed with water
dry with materialdried (sat. NaCl

Sources & evidence

ORD record: ord-be2efe13ac344ebf9e6beb544be9fafc
Source dataset: uspto-grants-1993_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05179204

Reaction notes

Loading…