Furan, 2-bromo- → HCID 73335802, compound

HRID 925803Notes

Reaction equation

HRID 925803 reaction equation
[F:1][C:2]1[CH:10]=[C:9](B2OC(C)(C)C(C)(C)O2)[C:8]2[N:7]3[CH2:20][CH2:21][NH:22][C:23](=[O:24])[C:6]3=[C:5]([CH3:25])[C:4]=2[CH:3]=1.Br[C:27]1[O:28][CH:29]=[CH:30][CH:31]=1>>[F:1][C:2]1[CH:10]=[C:9]([C:27]2[O:28][CH:29]=[CH:30][CH:31]=2)[C:8]2[N:7]3[CH2:20][CH2:21][NH:22][C:23](=[O:24])[C:6]3=[C:5]([CH3:25])[C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 2776190Furan, 2-bromo-HCID 90036316HCID 90036316, compound

Product 1

HCID 73335802HCID 73335802, compound

Procedure

The title compound, off-white solid (21 mg, 37%), MS (ISP) m/z=285.5 [(M+H)+], mp 236° C., was prepared in accordance with the general method of example 171, step B from 8-fluoro-10-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one (Example 171, step A) (68.8 mg, 0.2 mmol) and commercially available 2-bromofurane (44.1 mg, 0.3 mmol).

Sources & evidence

ORD record
ord-bc67e0cf6c3d45129f8c88526dd59027
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

Loading…