Amlodipine → HCID 14528703, compound

HRID 280575Notes

Reaction equation

HRID 280575 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].[S:29](N)([NH2:32])(=[O:31])=[O:30]>O1CCOCC1>[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][S:29]([NH2:32])(=[O:31])=[O:30])=[C:11]1[C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

4

Reactant 2

HCID 2162AmlodipineHCID 82267Sulfamide

Product 1

HCID 14528703HCID 14528703, compoundYield 76.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 2-(2-aminoethoxy)methyl-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (0.82 g) and sulphamide (0.96 g) in dioxane (30 ml) was heated under reflux for 70 minutes and then evaporated. The residue was partitioned between ethyl acetate and water and the organic layer dried (Na2SO4) and evaporated. The residue was triturated with diethyl ether and the resulting solid collected, washed with diethyl ether and dried to give the title compound (0.75 g), m.p. 150°-152° C. Found: C, 49.33; H, 5.35; N, 8.93. C20H26ClN3O7S requires C, 49.23; H, 5.37; N, 8.61%.

Workup

  1. temperatureunder reflux for 70 minutes
  2. customevaporated
  3. customThe residue was partitioned between ethyl acetate and water
  4. dry with materialthe organic layer dried (Na2SO4)
  5. customevaporated
  6. customThe residue was triturated with diethyl ether
  7. customthe resulting solid collected
  8. washwashed with diethyl ether
  9. customdried

Sources & evidence

ORD record
ord-618e9d23cc6f403a9c89759b7eaaee33
Source dataset
uspto-grants-1986_05
Patent number
US04590195

Reaction notes

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