Triethylamine → HCID 178483835, compound

HRID 2225540Notes

Reaction equation

HRID 2225540 reaction equation
[Cl:1][C:2]1[CH:12]=[C:11]([O:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][O:15]2)[CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([OH:8])=O.P(Cl)(OCC)(OCC)=O.C(N(CC)CC)C.[CH3:36][N:37]([CH3:48])[CH2:38][CH2:39][NH:40][C@H:41]1[CH2:46][CH2:45][C@H:44]([CH3:47])[CH2:43][CH2:42]1>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH3:36][N:37]([CH3:48])[CH2:38][CH2:39][N:40]([C@H:41]1[CH2:42][CH2:43][C@H:44]([CH3:47])[CH2:45][CH2:46]1)[C:6](=[O:8])[CH:5]=[CH:4][C:3]1[CH:9]=[CH:10][C:11]([O:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][O:15]2)=[CH:12][C:2]=1[Cl:1]

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 13139Diethyl chlorophosphateHCID 545381342-Chloro-4-(2-tetrahydropyranyloxy)cinnamic acidHCID 178483797HCID 178483797, compound

Product 1

HCID 178483835HCID 178483835, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

Using 1.7 g of 2-chloro-4-(2-tetrahydropyranyloxy)cinnamic acid, 1.4 ml of diethyl chlorophosphate, 1.4 ml of triethylamine, 60 ml of methylene chloride, 1.4 ml of N-(2-dimethylaminoethyl)-trans-4-methylcyclohexylamine (Example 78), and 0.25 g of 4-dimethylaminopyridine, a reaction similar to that performed in Example 81 was carried out. As a result, 3.01 g of N-(2-dimethylaminoethyl)-N-(trans-4-methylcyclohexyl)-2-chloro-4-(2-tetrahydropyranyloxy)cinnamamide (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-70b54398a1364a23a79366253ddc84c5
Source dataset
uspto-grants-1994_09
Patent number
US05344845

Reaction notes

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