Hydrochloric Acid → 2-Amino-N-{2-[4-(3,4-dichlorophenoxy)-1-piperidinyl]ethyl}-5-methoxybenzamide

HRID 496891Notes

Reaction equation

HRID 496891 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:10]=[C:11]([CH:22]=[CH:23][C:24]=1[Cl:25])[O:12][CH:13]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][NH2:21])[CH2:15][CH2:14]1.[NH2:26][C:27]1[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][C:28]=1[C:29](O)=[O:30].Cl>>[NH2:26][C:27]1[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][C:28]=1[C:29]([NH:21][CH2:20][CH2:19][N:16]1[CH2:15][CH2:14][CH:13]([O:12][C:11]2[CH:22]=[CH:23][C:24]([Cl:25])=[C:9]([Cl:8])[CH:10]=2)[CH2:18][CH2:17]1)=[O:30]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 2779305-Methoxyanthranilic acidHCID 223224532-[4-(3,4-Dichlorophenoxy)-1-piperidinyl]ethylamine trifluoroacetate

Product 1

HCID 223222332-Amino-N-{2-[4-(3,4-dichlorophenoxy)-1-piperidinyl]ethyl}-5-methoxybenzamideYield 75.4%

Procedure

Prepared by the method of Example 2 using the product from Example 1 step (iv) (1.0 g) and 2-amino-5-methoxybenzoic acid (0.418 g) without the addition of 1.0M ethereal hydrogen chloride solution to give an oil which was purified by chromatography (dichloromethane:methanol, 95:5) to give the sub-titled product as an oil (0.82 g).

Workup

  1. customto give an oil which
  2. customwas purified by chromatography (dichloromethane:methanol, 95:5)

Sources & evidence

ORD record
ord-37263ba4e3754d79beecc1bd5eeef437
Source dataset
uspto-grants-2005_09
Patent number
US06946478B2

Reaction notes

Loading…