Tolylboronic acid → HCID 73334819, compound

HRID 925660Notes

Reaction equation

HRID 925660 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]([F:17])[CH:3]=1.B(O)(O)[C:19]1[CH:20]=[CH:21][C:22]([CH3:25])=[CH:23][CH:24]=1>>[F:17][C:4]1[CH:3]=[C:2]([C:19]2[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=2)[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]=1

Participants

3

Reactant 2

HCID 79799Tolylboronic acidHCID 90036075HCID 90036075, compound2×

Product 1

HCID 73334819HCID 73334819, compound

Procedure

The title compound, light brown solid (69 mg, 90%), MS (ISP) m/z=309.3 [(M+H)+], mp 258.5° C., was prepared in accordance with the general method of example 1 from 7-bromo-9-fluoro-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indol-1-one (intermediate 2) (74.3 mg, 0.25 mmol) and commercially available p-tolylboronic acid (44.2 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-511404cd044e48219c32b6721b9d96dd
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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