Ammonium Hydroxide → HCID 13457202, compound

HRID 2290317Notes

Reaction equation

HRID 2290317 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-57950d91c70f4786b9ad09a28a09f5d4
Source dataset
uspto-grants-1986_10
Patent number
US04616024

Reaction notes

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