Ammonium Hydroxide → HCID 13457202, compound

HRID 462451Notes

Reaction equation

HRID 462451 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:13]([C:14]([O:16][CH3:17])=[O:15])=[C:12]([CH3:18])[NH:11][C:10]([CH2:19][O:20][CH2:21][C:22]2[N:23]=[N:24][N:25]([CH2:27][C:28](OC)=[O:29])[N:26]=2)=[C:9]1[C:32]([O:34][CH2:35][CH3:36])=[O:33].[OH-].[NH4+:38]>O1CCOCC1>[C:28]([CH2:27][N:25]1[N:24]=[N:23][C:22]([CH2:21][O:20][CH2:19][C:10]2[NH:11][C:12]([CH3:18])=[C:13]([C:14]([O:16][CH3:17])=[O:15])[CH:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])[C:9]=2[C:32]([O:34][CH2:35][CH3:36])=[O:33])=[N:26]1)(=[O:29])[NH2:38]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 70465388HCID 70465388, compound

Product 1

HCID 13457202HCID 13457202, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 5-{[4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxymethyl}-2-methoxycarbonylmethyl-(2H)-tetrazole (0.52 g), dioxane (15 ml) and 0.880 aqueous ammonium hydroxide solution (10 ml) was stirred at room temperature for 2.5 hours and then evaporated. The residual oil was partitioned between water and ethyl acetate and the organic layer washed with water, dried (Na2SO4) and evaporated. The residual oil was triturated with diethyl ether and the resulting solid collected, washed with diethyl ether and dried to give the title compound (0.31 g), m.p. 101°-103° decomp.

Workup

  1. customevaporated
  2. customThe residual oil was partitioned between water and ethyl acetate
  3. washthe organic layer washed with water
  4. dry with materialdried (Na2SO4)
  5. customevaporated
  6. customThe residual oil was triturated with diethyl ether
  7. customthe resulting solid collected
  8. washwashed with diethyl ether
  9. customdried

Sources & evidence

ORD record
ord-0681213a06bb4721829866f6a12ccea2
Source dataset
uspto-grants-1985_05
Patent number
US04515799

Reaction notes

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