Potassium Carbonate → HCID 178433456, compound

HRID 2290618Notes

Reaction equation

Cl.[NH2:2][CH2:3][CH:4]1[CH2:6][CH2:5]1.[OH-].[K+].C([O-])([O-])=O.[K+].[K+].Cl[C:16]1[N:21]=[C:20]([CH3:22])[N:19]=[C:18]([OH:23])[C:17]=1[CH3:24]>O.C1COCC1>[CH:4]1([CH2:3][NH:2][C:16]2[N:21]=[C:20]([CH3:22])[N:19]=[C:18]([OH:23])[C:17]=2[CH3:24])[CH2:6][CH2:5]1

Participants

Conditions

Temperature: 80 °C

Procedure

To 3.92 g (36.3 mmol, 4 equiv.) of (aminomethyl)cyclopropane hydrochloride was added 2.5 g (44.6 mmol) of potassium hydroxide dissolved in 10 mL of water. The resulting slurry was thoroughly mixed and then dried with 1.0 g of KOH. The free amine was filtered through anhydrous K2CO3 with dry THF rinses (3×2 mL) into 1.44 g (9.08 mmol) of 6-chloro-2,5-dimethyl-4-pyrimidinol. The stirred clear solution was heated at 80° C. for 31/2 days in a sealed 40 mL tube. The cooled, 23° C., mixture was purified by flash chromatography (silica gel, 41 mm column, 5% MeOH in EtoAc as eluant) to afford 1.42 g (7.36 mmol, 81%) of pure product m.p. 227°-228° C.

Workup

additionThe resulting slurry was thoroughly mixed
dry with materialdried with 1.0 g of KOH
customThe cooled, 23° C., mixture was purified by flash chromatography (silica gel, 41 mm column, 5% MeOH in EtoAc as eluant)

Sources & evidence

ORD record: ord-694cd63c8ada4fed918a18f97565998f
Source dataset: uspto-grants-1986_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04617393

Reaction notes

Loading…