Amlodipine → HCID 11167822, compound

HRID 652072Notes

Reaction equation

HRID 652072 reaction equation
[NH2:1][CH2:2][CH2:3][O:4][CH2:5][C:6]1[NH:7][C:8]([CH3:28])=[C:9]([C:24]([O:26][CH3:27])=[O:25])[CH:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[Cl:23])[C:11]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13].C(N(CC)CC)C.Cl[CH2:37][CH2:38][N:39]=[C:40]=[S:41]>C(Cl)Cl>[Cl:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[CH:10]1[C:9]([C:24]([O:26][CH3:27])=[O:25])=[C:8]([CH3:28])[NH:7][C:6]([CH2:5][O:4][CH2:3][CH2:2][NH:1][C:40]2[S:41][CH2:37][CH2:38][N:39]=2)=[C:11]1[C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

5

Reactant 3

HCID 2162AmlodipineHCID 8471TriethylamineHCID 1386612-Chloroethyl Isothiocyanate

Product 1

HCID 11167822HCID 11167822, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-[2-Aminoethoxymethyl]-3-ethoxycarbonyl-4-(2-chlorophenyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (0.5 g), triethylamine (0.3 ml) and 2-chloroethylisothiocyanate (0.16 ml) were dissolved in methylene chloride (5 ml) and the mixture was stirred at room temperature for 2 hours. The mixture was then washed with water (5 ml), dried, filtered and evaporated to give a gum. Chromatography of the gum on silica "Kieselgel 60H" (Trade Mark) eluting initially with toluene then with chloroform with a trace of methanol gave the title compound, which was recrystallised from ether, yield 0.102 g, m.p. 145°-147°.

Workup

  1. washThe mixture was then washed with water (5 ml)
  2. customdried
  3. filtrationfiltered
  4. customevaporated
  5. customto give a gum
  6. washChromatography of the gum on silica "Kieselgel 60H" (Trade Mark) eluting initially with toluene

Sources & evidence

ORD record
ord-9e34db3019914e6aa7bcff76384eb02d
Source dataset
uspto-grants-1987_06
Patent number
US04670449

Reaction notes

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