HCID 54183214, compound → HCID 54317143, compound

HRID 344556Notes

Reaction equation

HRID 344556 reaction equation
Cl.Cl.[NH2:3][C:4]1[C:19]([Cl:20])=[CH:18][C:7]([C:8]([NH:10][CH2:11][CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[O:9])=[C:6]([O:21][CH3:22])[CH:5]=1.Br[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([C:31]1[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][C:32]=1[OH:38])=[O:30]>C(N(CC)CC)C>[NH2:3][C:4]1[C:19]([Cl:20])=[CH:18][C:7]([C:8]([NH:10][CH2:11][CH:12]2[CH2:13][CH2:14][N:15]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([C:31]3[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][C:32]=3[OH:38])=[O:30])[CH2:16][CH2:17]2)=[O:9])=[C:6]([O:21][CH3:22])[CH:5]=1

Participants

4

Reactant 2

HCID 54183214HCID 54183214, compoundHCID 699663304-amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide dihydrochloride

Product 1

HCID 54317143HCID 54317143, compoundYield 18.4%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

4-Amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide dihydrochloride (3.87 g) as a starting compound, 6-bromo-1-(2,4-dihydroxyphenyl)-1-hexanone (3.00 g) and triethylamine (6.5 ml) were reacted and purified in the same manner as in Example 172 to give 0.97 g of 4-amino-5-chloro-2-methoxy-N-((1-(6-(2,4-dihydroxyphenyl)-6-oxohexyl)piperidin-4-yl)methyl)benzamide, m.p. 96°-99° C.

Workup

  1. custompurified in the same manner as in Example 172

Sources & evidence

ORD record
ord-8319b512c5b74333be0cf4929588145d
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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