3-Aminophenylboronic acid → HCID 86583538, compound

HRID 1841730Notes

Reaction equation

HRID 1841730 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][CH:10]([C:15]2[CH:20]=[C:19](O)[CH:18]=[C:17]([O:22][CH2:23][CH3:24])[CH:16]=2)[C:11]([O:13][CH3:14])=[O:12])=[CH:5][CH:4]=1)#[N:2].C([C:27]1[CH:32]=[CH:31][C:30]([NH:33]C(C2C=C(OS(C(F)(F)F)(=O)=O)C=C(OCC)C=2)C(OC)=O)=[CH:29][CH:28]=1)#N.NC1C=C(B(O)O)C=CC=1>>[NH2:33][C:30]1[CH:29]=[C:28]([C:19]2[CH:18]=[C:17]([O:22][CH2:23][CH3:24])[CH:16]=[C:15]([CH:10]([NH:9][C:6]3[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:8][CH:7]=3)[C:11]([O:13][CH3:14])=[O:12])[CH:20]=2)[CH:27]=[CH:32][CH:31]=1

Participants

4

Reactant 3

HCID 922693-Aminophenylboronic acidHCID 86583535HCID 86583535, compoundHCID 86583537HCID 86583537, compound

Product 1

HCID 86583538HCID 86583538, compound

Procedure

Analogously to Example 155, from methyl (RS)-(4-cyano-phenylamino)-(3-ethoxy-5-hydroxy-phenyl)-acetate via methyl (RS)-(4-cyano-phenylamino)-(3-ethoxy-5-trifluoromethanesulphonyloxy-phenyl)-acetate by reaction with 3-aminophenylboronic acid there was obtained the compound methyl (RS)-(3′-amino-5-ethoxy-biphenyl-3-yl)-(4-cyano-phenylamino)-acetate, which was converted into methyl (RS)-(3′-amino-5-ethoxy-biphenyl-3-yl)-(4-carbamimidoyl-phenylamino)-acetate hydrochloride; MS: 419 ([M+H]+).

Sources & evidence

ORD record
ord-fbbe7acb06d04eeca150bc4f3ea1fd29
Source dataset
uspto-grants-2004_01
Patent number
US06683215B2

Reaction notes

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