Triethylamine → HCID 178490509, compound

HRID 2225547

Reaction equation

HRID 2225547 reaction equation
C([O:4][C:5]1[CH:15]=[CH:14][C:8]([CH:9]=[CH:10][C:11]([OH:13])=O)=[CH:7][C:6]=1[O:16][CH3:17])(=O)C.P(Cl)(OCC)(OCC)=O.C(N(CC)CC)C.[CH3:34][N:35]([CH3:46])[CH2:36][CH2:37][NH:38][C@H:39]1[CH2:44][CH2:43][C@@H:42]([CH3:45])[CH2:41][CH2:40]1>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH3:34][N:35]([CH3:46])[CH2:36][CH2:37][N:38]([C@H:39]1[CH2:40][CH2:41][C@@H:42]([CH3:45])[CH2:43][CH2:44]1)[C:11](=[O:13])[CH:10]=[CH:9][C:8]1[CH:14]=[CH:15][C:5]([OH:4])=[C:6]([O:16][CH3:17])[CH:7]=1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 13139Diethyl chlorophosphateHCID 757754-Acetoxy-3-methoxy-cinnamic acidHCID 178483796HCID 178483796, compound

Product 1

HCID 178490509HCID 178490509, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

Using 2.5 g of 4-acetoxy-3-methoxycinnamic acid, 2.8 ml of diethyl chlorophosphate, 2.7 ml of triethylamine, 100 ml of methylene chloride, 3 ml of N-(2-dimethylaminoethyl)-cis-4-methylcyclohexylamine (Example 110), and 0.5 g of 4-dimethylaminopyridine, a reaction similar to that conducted in Example 75 was carried out. As a result, 1.6 g of N-(2-dimethylaminoethyl)-N-(cis-4-methylcyclohexyl)-4-hydroxy-3-methoxycinnamamide (a compound of the present invention) was obtained as white crystal, which had the following physiochemical properties:

Workup

  1. customa reaction similar to

Sources & evidence

ORD record
ord-2e446c2251a04c37ac4935119a930ff8
Source dataset
uspto-grants-1994_09
Patent number
US05344845

Linked notes

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