(2H-1,3-benzodioxol-5-yl)boronic acid → HCID 90036156, compound

HRID 925741Notes

Reaction equation

HRID 925741 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.[O:18]1[C:22]2[CH:23]=[CH:24][C:25](B(O)O)=[CH:26][C:21]=2[O:20][CH2:19]1>>[O:18]1[C:22]2[CH:23]=[CH:24][C:25]([C:2]3[C:10]4[N:9]5[CH2:11][CH2:12][NH:13][C:14](=[O:15])[C:8]5=[C:7]([CH3:16])[C:6]=4[CH:5]=[C:4]([F:17])[CH:3]=3)=[CH:26][C:21]=2[O:20][CH2:19]1

Participants

3

Reactant 2

HCID 2734371(2H-1,3-benzodioxol-5-yl)boronic acidHCID 90036178HCID 90036178, compound2×

Product 1

HCID 90036156HCID 90036156, compound

Procedure

The title compound, white solid (73 mg, 86%), MS (ISP) m/z=339.5 [(M+H)+], mp 206° 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 benzo[d][1,3]dioxol-5-ylboronic acid (53.9 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-ee498642ad474e29892724ff31db5b24
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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