(2-Aminopyrimidin-5-yl)boronic acid → HCID 73335709, compound

HRID 925760Notes

Reaction equation

HRID 925760 reaction equation
Br[C:2]1[C:10]2[N:9]3[CH2:11][CH2:12][NH:13][C:14](=[O:15])[C:8]3=[C:7]([CH3:16])[C:6]=2[CH:5]=[C:4]([Cl:17])[CH:3]=1.[NH2:18][C:19]1[N:24]=[CH:23][C:22](B(O)O)=[CH:21][N:20]=1>>[NH2:18][C:19]1[N:24]=[CH:23][C:22]([C:2]2[C:10]3[N:9]4[CH2:11][CH2:12][NH:13][C:14](=[O:15])[C:8]4=[C:7]([CH3:16])[C:6]=3[CH:5]=[C:4]([Cl:17])[CH:3]=2)=[CH:21][N:20]=1

Participants

3

Reactant 2

HCID 17750211(2-Aminopyrimidin-5-yl)boronic acidHCID 90036013HCID 90036013, compound2×

Product 1

HCID 73335709HCID 73335709, compound

Procedure

The title compound, white solid (59 mg, 72%), MS (ISP) m/z=328.5 [(M+H)+], mp 316° C., was prepared in accordance with the general method of example 1 from 6-bromo-8-chloro-10-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (intermediate 12) (78.4 mg, 0.25 mmol) and commercially available 2-aminopyrimidin-5-ylboronic acid (45.1 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-f1de7ba4666341d492c7c1cd2f6c9c13
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

Loading…