Pyridine → Methyl 4-{3-[(benzo[1,3]dioxol-5-ylmethyl)carbamoyl]-4,5,6,7-tetrahydrobenzo[b]thiophene-2-ylcarbamoyl}benzoate

HRID 1856841Notes

Reaction equation

HRID 1856841 reaction equation
Cl[C:2]([C:4]1[C:5]2[CH2:25][CH2:24][CH2:23][CH2:22][C:6]=2[S:7][C:8]=1[NH:9][C:10]([C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=1)=[O:11])=[O:3].[O:26]1[C:30]2[CH:31]=[CH:32][C:33]([CH2:35][NH2:36])=[CH:34][C:29]=2[O:28][CH2:27]1.N1C=CC=CC=1>ClCCl>[O:26]1[C:30]2[CH:31]=[CH:32][C:33]([CH2:35][NH:36][C:2]([C:4]3[C:5]4[CH2:25][CH2:24][CH2:23][CH2:22][C:6]=4[S:7][C:8]=3[NH:9][C:10]([C:12]3[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=3)=[O:11])=[O:3])=[CH:34][C:29]=2[O:28][CH2:27]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 75799Benzo-1,3-dioxole-5-methylamineHCID 15380635Methyl 4-(3-chlorocarbonyl-4,5,6,7-tetrahydrobenzo[b]thiophen-2-ylcarbamoyl)benzoate

Product 1

HCID 10907136Methyl 4-{3-[(benzo[1,3]dioxol-5-ylmethyl)carbamoyl]-4,5,6,7-tetrahydrobenzo[b]thiophene-2-ylcarbamoyl}benzoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methyl 4-(3-chlorocarbonyl-4,5,6,7-tetrahydrobenzo[b]thiophen-2-ylcarbamoyl)benzoate is added to a solution of (benzo[1,3]dioxol-5-ylmethyl)amine in dichloromethane and 1.1 equivalents of pyridine and the solution is stirred. The solvent is removed and is worked up in a customary manner. 1.3 g of methyl 4-{3[(benzo[1,3]dioxol-5-ylmethyl)carbamoyl]-4,5,6,7-tetrahydrobenzo[b]thiophene-2-ylcarbamoyl}benzoate, m.p. 165°, are obtained.

Workup

  1. customThe solvent is removed

Sources & evidence

ORD record
ord-6734db68175c4c7b9209c484f08a80b5
Source dataset
uspto-grants-2000_11
Patent number
US06143777

Reaction notes

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