2-Thiopheneboronic acid → HCID 86583539, compound

HRID 1790560Notes

Reaction equation

HRID 1790560 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].[S:25]1[CH:29]=[CH:28][CH:27]=[C:26]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:26]3[S:25][CH:29]=[CH:28][CH:27]=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

3

Reactant 2

HCID 27339602-Thiopheneboronic acidHCID 86583535HCID 86583535, 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-trifluoro-methanesulphonyloxy-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-748f4211b33d470e9039088b6de436fc
Source dataset
uspto-grants-2006_07
Patent number
US07071212B2

Reaction notes

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