N-bromobutanimide → HCID 25061978, compound

HRID 1787764Notes

Reaction equation

[CH2:1]([N:5]1[C:13]2[N:12]=[CH:11][NH:10][C:9]=2[C:8](=[O:14])[N:7]2[C:15]([CH2:18][O:19][CH3:20])=[N:16][N:17]=[C:6]12)[CH2:2][CH2:3][CH3:4].[Br:21]N1C(=O)CCC1=O>O1CCCC1>[Br:21][C:11]1[NH:10][C:9]2[C:8](=[O:14])[N:7]3[C:15]([CH2:18][O:19][CH3:20])=[N:16][N:17]=[C:6]3[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:13]=2[N:12]=1

Participants

Conditions

Temperature: 70 °C

Procedure

The mixture of 9-butyl-3-(methoxymethyl)-6,9-dihydro-5h-[1,2,4]triazolo[4,3-a]purin-5-one (6 mg, 21.7 mmol), N-bromosuccinimide (4.64 mg, 26.0 mmol) in tetrahydrofuran (10 ml) was stirred at 70° C. for 2 hours. The reaction mixture was concentrated in vacuo and the residue was purified by prep LCMS to yield the desired product. LCMS calculated for C13H18BrN6O2(M+H): 369.1; found 371.1.

Workup

concentrationThe reaction mixture was concentrated in vacuo
customthe residue was purified by prep LCMS

Sources & evidence

ORD record: ord-f743fbfcea714bceb87d438a56b30efe
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07511050B2

Reaction notes

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