Ammonia → HCID 20551411, compound

HRID 1447122Notes

Reaction equation

HRID 1447122 reaction equation
[C:1](O)(=O)/[CH:2]=[CH:3]\[C:4](O)=O.C[N:10]1[C:14]2[CH2:15][N:16]([CH3:25])[CH2:17][CH:18]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)C=2C=[CH:11]1.C=O.[NH:28]1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1.N>C(O)(=O)C>[CH3:11][N:10]1[C:14]2[CH2:15][N:16]([CH3:25])[CH2:17][CH:18]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:4]=2[CH:3]=[C:2]1[CH2:1][N:28]1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 712FormaldehydeHCID 8083MorpholineHCID 70547046HCID 70547046, compound

Product 1

HCID 20551411HCID 20551411, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 1.7 gm of 1,6-dimethyl-4-phenyl-4,5,6,7-tetrahydro-pyrrolo[2,3-c]pyridine maleate, 5 ml of glacial acetic acid, 2 ml of a 30% formalin solution and 1.5 ml of morpholine was stirred for 15 minutes at room temperature. Afterwards, the resulting solution was made alkaline with concentrated ammonia and extracted twice with ether. The organic phase was washed twice with water and, after drying, evaporated in vacuo. The residue crystallized from diisopropylether. 700 mg=43.3% of theory of the title compound were obtained;

Workup

  1. extractionextracted twice with ether
  2. washThe organic phase was washed twice with water
  3. customafter drying
  4. customevaporated in vacuo
  5. customThe residue crystallized from diisopropylether

Sources & evidence

ORD record
ord-3d5fe79451dd4783bf87e26d22872970
Source dataset
uspto-grants-1982_02
Patent number
US04315938

Reaction notes

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