Phenylboronic Acid → 2'-Amino-2-methoxy-1'-methyl-7-phenyl-10,11-dihydrospiro[dibenzo[a,d][7]annulene-5,4'-imidazol]-5'(1'H)-one

HRID 730182Notes

Reaction equation

HRID 730182 reaction equation
[NH2:1][C:2]1[N:3]([CH3:25])[C:4](=[O:24])[C:5]2([C:12]3[CH:13]=[CH:14][C:15]([O:17][CH3:18])=[CH:16][C:11]=3[CH2:10][CH2:9][C:8]3[CH:19]=[CH:20][C:21](Br)=[CH:22][C:7]2=3)[N:6]=1.[C:26]1(B(O)O)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[NH2:1][C:2]1[N:3]([CH3:25])[C:4](=[O:24])[C:5]2([C:12]3[CH:13]=[CH:14][C:15]([O:17][CH3:18])=[CH:16][C:11]=3[CH2:10][CH2:9][C:8]3[CH:19]=[CH:20][C:21]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[CH:22][C:7]2=3)[N:6]=1

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 249832682'-Amino-2-methoxy-1'-methyl-7-bromo-10,11-dihydrospiro[dibenzo[a,d][7]-annulene-5,4'-imidazol]-5'(1'H)-one

Product 1

HCID 249832912'-Amino-2-methoxy-1'-methyl-7-phenyl-10,11-dihydrospiro[dibenzo[a,d][7]annulene-5,4'-imidazol]-5'(1'H)-one

Procedure

Using essentially the same procedure described in Example 3 and employing 2′-amino-2-methoxy-1′-methyl-7-bromo-10,11-dihydrospiro[dibenzo[a,d][7]annulene-5,4′-imidazol]-5′(1′H)-one and phenylboronic acid, the title compound was obtained as an off-white powder, mp 167-171° C., identified by NMR and mass spectral analyses.

Sources & evidence

ORD record
ord-6cf462b944894388a366977088198337
Source dataset
uspto-grants-2009_09
Patent number
US07582667B2

Reaction notes

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