(4-Methoxyphenyl)boronic acid → HCID 90036420, compound

HRID 925674Notes

Reaction equation

HRID 925674 reaction equation
Br[C:2]1[C:10]2[N:9]3[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]3=[CH:7][C:6]=2[CH:5]=[C:4]([CH3:17])[CH:3]=1.[CH3:18][O:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1>>[CH3:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([C:2]2[C:10]3[N:9]4[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]4=[CH:7][C:6]=3[CH:5]=[C:4]([CH3:17])[CH:3]=2)=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 90037408HCID 90037408, compound2×

Product 1

HCID 90036420HCID 90036420, compound

Procedure

The title compound, off-white solid (33 mg, 60%), MS (ISP) m/z=321.5 [(M+H)+], mp 208° C., was prepared in accordance with the general method of example 1 from 7-bromo-9-methyl-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indol-1-one (intermediate 11) (50 mg, 0.17 mmol) and commercially available 4-methoxy-phenylboronic acid (33.7 mg, 0.22 mmol).

Sources & evidence

ORD record
ord-aa4c11e87dd3445093bf0ade08528a7e
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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