4-Aminobenzo[b]thiophene → HCID 49854530, compound

HRID 1631676Notes

Reaction equation

HRID 1631676 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[CH:6]=[C:5]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)[N:4]=[C:3]1[CH2:15][C:16]([O-:18])=O.[Na+].[S:20]1[CH:24]=[CH:23][C:22]2[C:25]([NH2:29])=[CH:26][CH:27]=[CH:28][C:21]1=2.Cl.CN(C)CCCN=C=NCC>N1C=CC=CC=1.CN(C)C=O>[S:20]1[C:21]2[CH:28]=[CH:27][CH:26]=[C:25]([NH:29][C:16](=[O:18])[CH2:15][C:3]3[N:2]([CH3:1])[C:7](=[O:8])[CH:6]=[C:5]([N:9]4[CH2:10][CH2:11][O:12][CH2:13][CH2:14]4)[N:4]=3)[C:22]=2[CH:23]=[CH:24]1

Participants

6

Reactant 3

HCID 2984844-Aminobenzo[b]thiopheneHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 57523684Sodium [1-methyl-4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate

Product 1

HCID 49854530HCID 49854530, compoundYield 14.3%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6228DimethylformamideSolvent

Procedure

The product is prepared according to the procedure described in example 86, using 551 mg of sodium [1-methyl-4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate, 328 mg of benzo[b]thiophen-4-ylamine and 498 mg of N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride in a mixture of 324 μl of pyridine and 8.0 ml of N,N-dimethylformamide. 110 mg of N-(1-benzothiophen-4-yl)-2-[1-methyl-4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetamide are obtained in the form of a white powder, the characteristics of which are the following:

Workup

  1. customThe product is prepared

Sources & evidence

ORD record
ord-15d516fe7b434f1187683075d21ff7f1
Source dataset
uspto-grants-2014_07
Patent number
US08791255B2

Reaction notes

Loading…