Phenylboronic Acid → HCID 90036022, compound

HRID 925656Notes

Reaction equation

HRID 925656 reaction equation
Br[C:2]1[C:10]2[N:9]3[CH:11]([CH3:17])[CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]3=[CH:7][C:6]=2[CH:5]=[C:4]([F:18])[CH:3]=1.[C:19]1(B(O)O)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[F:18][C:4]1[CH:3]=[C:2]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:10]2[N:9]3[CH:11]([CH3:17])[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 90036663HCID 90036663, compound2×

Product 1

HCID 90036022HCID 90036022, compound

Procedure

The title compound, grey solid (67 mg, 87%), MS (ISP) m/z=309.4 [(M+H)+], mp 232.5° C., was prepared in accordance with the general method of example 1 from (RS)-7-bromo-9-fluoro-5-methyl-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indol-1-one (intermediate 3) (77.8 mg, 0.25 mmol) and commercially available phenylboronic acid (39.6 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-e01723cdb11f41898e533ad59db898ef
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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