Phenylboronic Acid → HCID 70009406, compound

HRID 1266020Notes

Reaction equation

HRID 1266020 reaction equation
I[C:2]1[C:3]([CH3:16])=[C:4]2[C:8]3=[C:9]([CH2:11][NH:12][CH2:13][C:14](=[O:15])[N:7]3[CH:6]=[CH:5]2)[CH:10]=1.[C:17]1(B(O)O)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O>[C:17]1([C:2]2[C:3]([CH3:16])=[C:4]3[C:8]4=[C:9]([CH2:11][NH:12][CH2:13][C:14](=[O:15])[N:7]4[CH:6]=[CH:5]3)[CH:10]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 66827Phenylboronic AcidHCID 69701249HCID 69701249, compound

Product 1

HCID 70009406HCID 70009406, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Using a procedure as described in Example 50(b), the title compound was synthesized from 6-iodo-7-methyl-3,4-dihydro-2H-[1,4]diazepino[6,7,1-hi]indol-1-one (Example 50(a)), and phenylboronic acid to give a white solid in 70% yield: 1H NMR (DMSO-d6) δ 2.23 (s, 3H), 3.46 (bs, 2H), 4.13 (bs, 2H), 7.17 (t, 1H, J=7.5 Hz), 7.45-7.56 (m, 5H), 7.76 (d, 1H, J=7.5 Hz), 7.84 (d, 1H, J=7.5 Hz), 8.29-8.31 (m, 1H). LRMS (M+) 276. Anal. (C18H16N2).0.4 H2O) C, H, N.

Workup

  1. customto give a white solid in 70% yield

Sources & evidence

ORD record
ord-26eade228dd244ba95e4210db0e2d8e1
Source dataset
uspto-grants-2003_04
Patent number
US06548494B1

Reaction notes

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