HCID 86656615, compound → HCID 44229429, compound

HRID 2036877Notes

Reaction equation

HRID 2036877 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([C:12]([N:14]1[CH2:23][CH2:22][C:21]3[C:16](=[CH:17][C:18]([C:24]([NH:26][O:27]C4CCCCO4)=[O:25])=[CH:19][CH:20]=3)[CH2:15]1)=[O:13])=[CH:6]2>CO.Cl>[OH:27][NH:26][C:24]([C:18]1[CH:17]=[C:16]2[C:21]([CH2:22][CH2:23][N:14]([C:12]([C:7]3[NH:8][C:9]4[C:5]([CH:6]=3)=[CH:4][C:3]([O:2][CH3:1])=[CH:11][CH:10]=4)=[O:13])[CH2:15]2)=[CH:20][CH:19]=1)=[O:25]

Participants

4

Reactant 1

HCID 86656615HCID 86656615, compound

Product 1

HCID 44229429HCID 44229429, compoundYield 25.6%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

A mixture of 207 mg 2-[(5-methoxy-1H-indol-2-yl)carbonyl]-N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-7-carboxamide in 6 ml methanol and 6 ml 0.1 N aqueous hydrochloric acid is stirred overnight at ambient temperature. Subsequently, the reaction mixture is evaporated. The residue is treated with 10 ml methanol at 60° C. for 1 h. The resulting solid is collected and dried. 43 mg of the title compound are obtained as colorless solid. MH+=365.0

Workup

  1. customSubsequently, the reaction mixture is evaporated
  2. additionThe residue is treated with 10 ml methanol at 60° C. for 1 h
  3. customThe resulting solid is collected
  4. customdried

Sources & evidence

ORD record
ord-07062fd612e447dfb73f6823cf8720d3
Source dataset
uspto-grants-2013_11
Patent number
US08575193B2

Reaction notes

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