1,3-Dioxolane-4-methanamine, 2,2-dimethyl- → HCID 117677719, compound

HRID 1507513Notes

Reaction equation

[Cl:1][C:2]1[C:7]([C:8]2[S:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[C:6](Cl)[N:5]=[C:4]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)[N:3]=1.[CH3:24][C:25]1([CH3:32])[O:29][CH:28]([CH2:30][NH2:31])[CH2:27][O:26]1>C(O)C>[S:9]1[C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[N:12]=[C:8]1[C:7]1[C:6]([NH:31][CH2:30][CH:28]2[CH2:27][O:26][C:25]([CH3:32])([CH3:24])[O:29]2)=[N:5][C:4]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)=[N:3][C:2]=1[Cl:1]

Participants

Conditions

Temperature: 85 °C

Procedure

Into a solution of 2-[4,6-dichloro-2-(morpholin-4-yl)pyrimidin-5-yl]-1,3-benzothiazole (200 mg, 0.54 mmol, 1.00 equiv) in ethanol (3 mL) was added (2,2-dimethyl-1,3-dioxolan-4-yl)methylamine (142.9 mg, 1.09 mmol, 2.00 equiv). The resulting solution was stirred for 3 h at 85° C. Removal of the solvent under reducing pressure gave 0.35 g (crude) of the title compound as a yellow solid, which was used for next step without further purification. MS m/z [M+H]+ (ESI): 462.

Workup

customRemoval of the solvent

Sources & evidence

ORD record: ord-964a84bacef94a039474cb4f4cfbda76
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09221809B2

Reaction notes

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