(Pyrimidin-5-yl)boronic acid → HCID 73335708, compound

HRID 925755Notes

Reaction equation

HRID 925755 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.[N:18]1[CH:23]=[C:22](B(O)O)[CH:21]=[N:20][CH:19]=1>>[Cl:17][C:4]1[CH:3]=[C:2]([C:22]2[CH:23]=[N:18][CH:19]=[N:20][CH:21]=2)[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]=1

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 90036013HCID 90036013, compound2×

Product 1

HCID 73335708HCID 73335708, compound

Procedure

The title compound, off-white solid (32 mg, 41%), MS (ISP) m/z=313.5 [(M+H)+], mp 306° 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 pyrimidin-5-ylboronic acid (40.3 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-db2dd104d77e4d96bb2a271705a3b3e1
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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