Phenylboronic Acid → HCID 73334817, compound

HRID 925645Notes

Reaction equation

HRID 925645 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.[C:18]1(B(O)O)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[F:17][C:4]1[CH:3]=[C:2]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=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 66827Phenylboronic AcidHCID 90036075HCID 90036075, compound2×

Product 1

HCID 73334817HCID 73334817, compound

Procedure

The title compound, light grey solid (62 mg, 84%), MS (ISP) m/z=295.2 [(M+H)+], mp 277° 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 phenylboronic acid (39.6 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-ca6034f7a4844f37bbc800a86b5ec1ac
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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