(3,4,5-Trifluorophenyl)boronic Acid (contains varying amounts of Anhydride) → HCID 90035899, compound

HRID 925859Notes

Reaction equation

HRID 925859 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.[F:20][C:21]1[CH:22]=[C:23](B(O)O)[CH:24]=[C:25]([F:28])[C:26]=1[F:27]>>[CH3:17][C:7]1[C:6]2[CH:5]=[C:4]([C:18]#[N:19])[CH:3]=[C:2]([C:23]3[CH:22]=[C:21]([F:20])[C:26]([F:27])=[C:25]([F:28])[CH:24]=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 2734671(3,4,5-Trifluorophenyl)boronic Acid (contains varying amounts of Anhydride)HCID 90036394HCID 90036394, compound2×

Product 1

HCID 90035899HCID 90035899, compound

Procedure

The title compound, off-white solid (37 mg, 40%), MS (ISP) m/z=370.4 [(M+H)+], mp 306° 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 3,4,5-trifluoro-phenylboronic acid (57.2 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-bd76b8122b0d4f1786e18dfa00f8d361
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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