2-Thiopheneboronic acid → HCID 86583539, compound

HRID 1066602Notes

Reaction equation

HRID 1066602 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(C1C=CC(NC(C2C=C(OS(C(F)(F)F)(=O)=O)C=C(OCC)C=2)C(OC)=O)=CC=1)#N.[S:56]1[CH:60]=[CH:59][CH:58]=[C:57]1B(O)O>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([NH:9][CH:10]([C:15]2[CH:20]=[C:19]([C:57]3[S:56][CH:60]=[CH:59][CH:58]=3)[CH:18]=[C:17]([O:22][CH2:23][CH3:24])[CH:16]=2)[C:11]([O:13][CH3:14])=[O:12])=[CH:7][CH:8]=1)#[N:2]

Participants

4

Reactant 3

HCID 27339602-Thiopheneboronic acidHCID 86583535HCID 86583535, compoundHCID 86583537HCID 86583537, compound

Product 1

HCID 86583539HCID 86583539, compound

Procedure

Analogously to Example 145, 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 thiophene-2-boronic acid there was obtained the compound methyl (RS)-(4-cyano-phenylamino)-(3-ethoxy-5-thiophen-2-yl-phenyl)-acetate, which was converted into methyl (RS)-(4-carbamimidoyl-phenylamino)-(3-ethoxy-5-thiophen-2-yl-phenyl)-acetate hydrochloride.

Sources & evidence

ORD record
ord-4d6f389bdeae455d8ad145f95c90a5db
Source dataset
uspto-grants-2001_06
Patent number
US06242644B1

Reaction notes

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