HCID 20594305, compound → HCID 69976977, compound

HRID 1369605Notes

Reaction equation

HRID 1369605 reaction equation
[ClH:1].Cl.C([O:5][C:6]([C@@H:8]1[CH2:17][C@@H:16]2[C@@H:11]([CH2:12][CH2:13][C@H:14]([CH2:18][N:19]3[C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:22][N:21]=[CH:20]3)[CH2:15]2)[CH2:10][NH:9]1)=[O:7])C>Cl>[ClH:1].[ClH:1].[CH2:27]([O:26][C:24]([C:23]1[N:19]([CH2:18][C@H:14]2[CH2:13][CH2:12][C@@H:11]3[C@@H:16]([CH2:17][C@@H:8]([C:6]([OH:7])=[O:5])[NH:9][CH2:10]3)[CH2:15]2)[CH:20]=[N:21][CH:22]=1)=[O:25])[CH3:28]

Participants

3

Reactant 1

HCID 20594305HCID 20594305, compound

Product 1

HCID 69976977HCID 69976977, compoundYield 184.9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 0.20 g of [3S,4aR,6S,8aR]-ethyl-6-((5-ethoxycarbonyl-1H-imidazol-1-yl)methyl)-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylate dihydrochloride (prepared in example 5) in 10 mL of 5N HCl was heated at 50° C. for three hours and then at room temperature for 18 h. The solution was evaporated and vacuum dried at 50° C. to give 0.173 g of the title compound: MS m/z: 336.2 (m++1). Analysis calculated for C17H25N3O4.2HCl H2O: C, 47.9; H, 6.9; N, 9.85. Found: C, 48.11; H, 7.66; N, 9.99.

Workup

  1. customThe solution was evaporated
  2. customvacuum dried at 50° C.

Sources & evidence

ORD record
ord-47e2175db23e471795169bb6c44f0784
Source dataset
uspto-grants-2003_06
Patent number
US06579886B2

Reaction notes

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