Potassium Carbonate → HCID 67460186, compound

HRID 2093293Notes

Reaction equation

Cl[C:2]1[C:7]([Cl:8])=[C:6]([C:9]([F:12])([F:11])[F:10])[N:5]=[C:4]([NH2:13])[N:3]=1.[CH3:14][C@H:15]1[CH2:23][C:22]2[C:17](=[CH:18][C:19]([CH3:24])=[CH:20][CH:21]=2)[C@@H:16]1[NH2:25].C(=O)([O-])[O-].[K+].[K+]>CC(N(C)C)=O>[Cl:8][C:7]1[C:2]([NH:25][C@H:16]2[C:17]3[C:22](=[CH:21][CH:20]=[C:19]([CH3:24])[CH:18]=3)[CH2:23][C@@H:15]2[CH3:14])=[N:3][C:4]([NH2:13])=[N:5][C:6]=1[C:9]([F:12])([F:11])[F:10]

Participants

Conditions

Temperature: 125 °C

Procedure

A mixture of 0.10 g (0.43 mmol) of 4,5-dichloro-6-(trifluoromethyl)pyrimidin-2-amine, 0.08 g (0.51 mmol) of (1R,2S)-2,6-dimethyl-2,3-dihydro-1H-inden-1-amine and 0.14 g (1.3 mmol) of potassium carbonate in 1 ml of dimethylacetamide as solvent is heated at 125° C. for 30 minutes in a microwave appliance (Biotage Initiator, http://www.biotage.com/DynPage.aspx?id=22001). The crude mixture is absorbed on silica gel and, following column chromatographic separation, 0.089 g of 5-chloro-N4-[(1R,2S)-2,6-dimethyl-2,3-dihydro-1H-inden-1-yl]-6-(trifluoromethyl)pyrimidin-2,4-diamine is obtained (solid, 55% yield, 95% purity).

Workup

customThe crude mixture is absorbed on silica gel
customcolumn chromatographic separation

Sources & evidence

ORD record: ord-0ea4108efb964630adbfc4efbe1c58c6
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08445408B2

Reaction notes

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