(4-Methoxyphenyl)boronic acid → HCID 73335014, compound

HRID 925670Notes

Reaction equation

HRID 925670 reaction equation
[F:1][C:2]1[C:3]([F:24])=[CH:4][C:5]2[CH:6]=[C:7]3[C:22](=[O:23])[NH:21][CH2:20][CH2:19][N:8]3[C:9]=2[C:10]=1[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1.[CH3:25]OC1C=CC(B(O)O)=CC=1>>[F:1][C:2]1[C:3]([F:24])=[CH:4][C:5]2[CH:6]=[C:7]3[C:22](=[O:23])[NH:21][CH2:20][CH2:19][CH2:25][N:8]3[C:9]=2[C:10]=1[C:11]1[CH:12]=[CH:13][C:14]([O:17][CH3:18])=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 73334924HCID 73334924, compound2×

Product 1

HCID 73335014HCID 73335014, compound

Procedure

The title compound, light yellow solid (46 mg, 54%), MS (ISP) m/z=343.2 [(M+H)+], mp 182.5° C., was prepared in accordance with the general method of example 1 from 7-bromo-8,9-difluoro-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indol-1-one (intermediate 7) (78.8 mg, 0.25 mmol) and commercially available 4-methoxy-phenylboronic acid (49.4 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-e1e731b77bc445f2b27b6dbf28f4a1e8
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

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