Hydrochloric Acid → HCID 44230396, compound

HRID 2036868Notes

Reaction equation

HRID 2036868 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][CH:18]=[C:19]([C:24]([NH:26][O:27]C4CCCCO4)=[O:25])[CH:20]=3)[CH2:15]1)=[O:13])=[CH:6]2.Cl>C(O)(C)C>[OH:27][NH:26][C:24]([C:19]1[CH:20]=[C:21]2[C:16](=[CH:17][CH:18]=1)[CH2:15][N:14]([C:12]([C:7]1[NH:8][C:9]3[C:5]([CH:6]=1)=[CH:4][C:3]([O:2][CH3:1])=[CH:11][CH:10]=3)=[O:13])[CH2:23][CH2:22]2)=[O:25]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86656620HCID 86656620, compound

Product 1

HCID 44230396HCID 44230396, compoundYield 68.3%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 45 mg of 2-[(5-methoxy-1H-indol-2-yl)carbonyl]-N-(tetrahydro-2H-pyran-2-yloxy)-1,2,3,4-tetrahydroisoquinoline-6-carboxamide, 3 ml isopropanol and 3 ml of an aqueous, 0.1 N hydrochloric acid is stirred overnight at ambient temperature. The reaction mixture is evaporated and the residue is treated with acetonitrile. The resulting solid is collected and dried. 25 mg of a colorless solid are obtained with mp 156° C. MH+=366.0

Workup

  1. customThe reaction mixture is evaporated
  2. additionthe residue is treated with acetonitrile
  3. customThe resulting solid is collected
  4. customdried

Sources & evidence

ORD record
ord-48c25fbfbe0341b69e3534611b443b56
Source dataset
uspto-grants-2013_11
Patent number
US08575193B2

Reaction notes

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