2-Methoxypyrimidine-5-boronic acid → HCID 73335892, compound

HRID 925773Notes

Reaction equation

HRID 925773 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]([F:17])[CH:3]=1.[CH3:18][O:19][C:20]1[N:25]=[CH:24][C:23](B(O)O)=[CH:22][N:21]=1>>[F:17][C:4]1[CH:3]=[C:2]([C:23]2[CH:22]=[N:21][C:20]([O:19][CH3:18])=[N:25][CH:24]=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 27367782-Methoxypyrimidine-5-boronic acidHCID 90036178HCID 90036178, compound2×

Product 1

HCID 73335892HCID 73335892, compound

Procedure

The title compound, white solid (50 mg, 61%), MS (ISP) m/z=327.5 [(M+H)+], mp 271° C., was prepared in accordance with the general method of example 1 from 6-bromo-8-fluoro-10-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (intermediate 14) (74.3 mg, 0.25 mmol) and commercially available 2-methoxy-pyrimidin-5-ylboronic acid (50.0 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-e3e5f42bf79a48e9a8d4ebb5f16f02e2
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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