Phenylboronic Acid → HCID 90036121, compound

HRID 925860Notes

Reaction equation

HRID 925860 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=[C:7]([CH3:17])[C:6]=2[CH:5]=[C:4]([C:18]#[N:19])[CH:3]=1.[C:20]1(B(O)O)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH3:17][C:7]1[C:6]2[CH:5]=[C:4]([C:18]#[N:19])[CH:3]=[C:2]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:10]=2[N:9]2[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]=12

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 90036394HCID 90036394, compound2×

Product 1

HCID 90036121HCID 90036121, compound

Procedure

The title compound, off-white solid (60 mg, 76%), MS (ISP) m/z=316.5 [(M+H)+], mp 258° C., was prepared in accordance with the general method of example 1 from 7-bromo-11-methyl-1-oxo-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indole-9-carbonitrile (intermediate 17) (79.5 mg, 0.25 mmol) and commercially available phenylboronic acid (39.6 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-1c0411a3f1ca461ba8f021d4f8c5f17d
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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