Hydrochloric Acid → HCID 69731155, compound
Reaction equation
[ClH:1].[OH:2][C@@H:3]([C:14]1[N:19]=[CH:18][CH:17]=[CH:16][N:15]=1)[CH2:4][N:5](C)[C:6](=O)OC(C)(C)C>>[ClH:1].[ClH:1].[CH3:6][NH:5][CH2:4][C@H:3]([C:14]1[N:15]=[CH:16][CH:17]=[CH:18][N:19]=1)[OH:2]Participants
3
Conditions
- Temperature
- 50 °C
Procedure
A 6 N solution of aq. HCl (5 mL) was added to tert-butyl (2R)-2-hydroxy-2-pyrimidin-2-ylethyl(methyl)carbamate (1.17 g) at room temperature. After 2.5 h, reaction mixture was concentrated in vacuo using 3×10 mL portions of ethanol to assist in water removal. The oil was dissolved in ethanol, heated to ca. 50° C. and THF was added until slightly turbid at this temperature. The solution was allowed to cool to room temperature. The resulting solid was collected by filtration and washed with ethanol/THF (50/50) followed by diethyl ether to afford 0.78 g of the title compound.
Workup
- customreaction mixture
- concentrationwas concentrated in vacuo
- customremoval
- dissolutionThe oil was dissolved in ethanol
- additionTHF was added until slightly turbid at this temperature
- temperatureto cool to room temperature
- filtrationThe resulting solid was collected by filtration
- washwashed with ethanol/THF (50/50)
Sources & evidence
- ORD record
- ord-007c55d02013461b95f0caf77fa312ae
- Source dataset
- uspto-grants-2005_02
- Patent number
- US06852731B2
Reaction notes
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