(2,3-Dihydro-1-benzofuran-5-yl)boronic acid → HCID 73335711, compound

HRID 925734Notes

Reaction equation

HRID 925734 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.[O:18]1[C:22]2[CH:23]=[CH:24][C:25](B(O)O)=[CH:26][C:21]=2[CH2:20][CH2:19]1>>[Cl:17][C:4]1[CH:3]=[C:2]([C:25]2[CH:24]=[CH:23][C:22]3[O:18][CH2:19][CH2:20][C:21]=3[CH:26]=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 2773380(2,3-Dihydro-1-benzofuran-5-yl)boronic acidHCID 90036013HCID 90036013, compound2×

Product 1

HCID 73335711HCID 73335711, compound

Procedure

The title compound, light brown solid (80 mg, 91%), MS (ISP) m/z=353.5 [(M+H)+], mp 261° 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 2,3-dihydro-benzofuran-5-ylboronic acid (53.3 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-252b075223814deebe5da5ae130fe49d
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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