Hydrochloric Acid → (4-Isopropylpyrimidin-5-yl)methanamine dihydrochloride

HRID 1749407Notes

Reaction equation

[CH:1]([C:4]1[C:9]([CH2:10][NH:11]C(=O)OC(C)(C)C)=[CH:8][N:7]=[CH:6][N:5]=1)([CH3:3])[CH3:2].[ClH:19]>C(Cl)Cl>[ClH:19].[ClH:19].[CH:1]([C:4]1[C:9]([CH2:10][NH2:11])=[CH:8][N:7]=[CH:6][N:5]=1)([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 0 °C

Procedure

tert-Butyl ((4-isopropylpyrimidin-5-yl)methyl)carbamate (1.0 equiv.) was combined in DCM (3.8 M) and cooled to 0° C. Hydrogen chloride (4 M) in dioxanes (3.1 equiv.) was then added via syringe. The solution was allowed to stir at ambient temperature. After 5 h, additional solution of hydrogen chloride (4 M) in dioxanes was added and stirring continued. After another 2 h, the volatile organic solvents were removed under reduced pressure to afford (4-isopropylpyrimidin-5-yl)methanamine dihydrochloride (95% yield) as a bis hydrochloride salt. MS (ESI) m/z 151.3 [M+1]+.

Workup

stirringstirring
waitAfter another 2 h
customthe volatile organic solvents were removed under reduced pressure

Sources & evidence

ORD record: ord-a8213788ba1749698d0ff8c27172d88e
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09156798B2

Reaction notes

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