Ethyl iodoacetate → 2-Amino-3-(4-chloro-benzoyl)-6-(ethoxycarbonylmethyl)4,5,6,7-tetrahydrothieno[2,3-c]pyridine

HRID 430623Notes

Reaction equation

[NH2:1][C:2]1[S:10][C:5]2[CH2:6][NH:7][CH2:8][CH2:9][C:4]=2[C:3]=1[C:11](=[O:19])[C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=1.[CH2:20]([O:22][C:23]([CH2:25]I)=[O:24])[CH3:21]>>[NH2:1][C:2]1[S:10][C:5]2[CH2:6][N:7]([CH2:25][C:23]([O:22][CH2:20][CH3:21])=[O:24])[CH2:8][CH2:9][C:4]=2[C:3]=1[C:11](=[O:19])[C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=1

Participants

Reactant 2

HCID 12183Ethyl iodoacetate

HCID 154344552-Amino-3-(4-chlorobenzoyl)-4,5,6,7-tetrahydrothieno(2,3-c)pyridine

Product 1

HCID 154344502-Amino-3-(4-chloro-benzoyl)-6-(ethoxycarbonylmethyl)4,5,6,7-tetrahydrothieno[2,3-c]pyridineYield 70%

Procedure

The same procedure as Example 17 was used except an equivalent amount of 2-amino-3-(4-chloro-benzoyl) 4,5,6,7-tetrahydrothieno[2,3-c]pyridine was used in place of 2-Amino-3-benzoyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine (2 mmol), and an equivalent amount of ethoxycarbonylmethyl iodide was used in place of methyl iodide (3 mmol). (m.p. 105-106° C.; 70% yield).

Sources & evidence

ORD record: ord-9fdbeb5e094f43199b758843d879d659
Source dataset: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06323214B1

Reaction notes

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