Sodium Chloride → HCID 10252289, compound

HRID 567100Notes

Reaction equation

HRID 567100 reaction equation
[F:1][C:2]([F:20])([F:19])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[C:15]3[CH:16]=[CH:17][S:18][C:14]=3[CH2:13][CH2:12][NH:11]2)=[CH:6][CH:5]=1.CN(C)C=O.[CH3:26][O:27][C:28]1[CH:36]=[CH:35][C:31]([C:32](O)=[O:33])=[CH:30][CH:29]=1.Cl.CN(C)CCCN=C=NCC.[Na+].[Cl-]>ClCCl>[F:20][C:2]([F:1])([F:19])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[C:15]3[CH:16]=[CH:17][S:18][C:14]=3[CH2:13][CH2:12][N:11]2[C:32]([C:31]2[CH:35]=[CH:36][C:28]([O:27][CH3:26])=[CH:29][CH:30]=2)=[O:33])=[CH:6][CH:5]=1

Participants

7

Reactant 5

HCID 5234Sodium ChlorideHCID 6228Dimethylformamide2×HCID 74784-Methoxybenzoic AcidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2777349HCID 2777349, compound

Product 1

HCID 10252289HCID 10252289, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-(4-Trifluoromethoxyphenyl)4,5,6,7-tetrahydro-thieno[3,2-c]pyridine in N,N-dimethylformamide (0.375 M, 0.4 ml, 0.15 mmol) was added to a solution of 4-methoxybenzoic acid in N,N-dimethylformamide (0.375 M, 0.4 ml, 0.15 mmol). To this solution 0.25 ml of a suspension of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride in dichloromethane (1.73 g in 8.3 ml) was added. The mixture was shaken overnight at room temperature at 1000 rpm, added saturated NaCl (2 ml), and extracted with ethyl acetate (2×1 ml). The combined organic extracts were evaporated to afford the title compound.

Workup

  1. additionwas added
  2. extractionextracted with ethyl acetate (2×1 ml)
  3. customThe combined organic extracts were evaporated

Sources & evidence

ORD record
ord-defefbd40ed04f1595e6c30b532550b6
Source dataset
uspto-grants-2001_01
Patent number
US06177443B1

Reaction notes

Loading…