Formic Acid → HCID 86745311, compound

HRID 1461405Notes

Reaction equation

HRID 1461405 reaction equation
[C:1]1([CH:7]([OH:35])[CH2:8][CH2:9][C:10]2[NH:11][C:12]([CH3:34])=[C:13]([C:30]([O:32][CH3:33])=[O:31])[CH:14]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([N+:27]([O-:29])=[O:28])[CH:22]=3)[C:15]=2[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:36](O)=[O:37]>O>[CH:36]([O:35][CH:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:8][CH2:9][C:10]1[NH:11][C:12]([CH3:34])=[C:13]([C:30]([O:32][CH3:33])=[O:31])[CH:14]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([N+:27]([O-:29])=[O:28])[CH:22]=2)[C:15]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[O:37]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 19980419HCID 19980419, compound

Product 1

HCID 86745311HCID 86745311, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of diastereoisomers of 2-(3-phenyl-3-hydroxypropyl)-3-carboethoxy-5-carbomethoxy -4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine (100 mg) in formic acid (2 ml) is stirred for 24 hours at room temperature, then it is diluted with water (10 ml) and extracted with ethyl ether (15 ml); the organic phase is washed with a NaHCO solution (5%, 3×5 ml , water (3×5 ml), dried (Na2SO4) and concentrated under vacuum to give 2-(3-formyloxy-3-phenylpropyl)-3-carboethoxy-5-carbomethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine, diastereoisomer mixture identical to the compound obtained in example 1.

Workup

  1. extractionextracted with ethyl ether (15 ml)
  2. washthe organic phase is washed with a NaHCO solution (5%, 3×5 ml , water (3×5 ml)
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-17be10f2be9844878765436623321890
Source dataset
uspto-grants-1991_12
Patent number
US05075324

Reaction notes

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