Hydrochloric Acid → HCID 118071469, compound

HRID 1775431Notes

Reaction equation

HRID 1775431 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](=[O:15])[NH:13][CH3:14])=[C:6]2[CH2:16][CH2:17][NH:18]C(=O)OC(C)(C)C.[ClH:26]>O1CCOCC1>[ClH:26].[NH2:18][CH2:17][CH2:16][C:6]1[C:5]2[C:9](=[CH:10][CH:11]=[C:3]([O:2][CH3:1])[CH:4]=2)[NH:8][C:7]=1[C:12]([NH:13][CH3:14])=[O:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 118074746HCID 118074746, compound

Product 1

HCID 118071469HCID 118071469, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a mixture of tert-butyl {2-[5-methoxy-2-(methylcarbamoyl)-1H-indol-3-yl]ethyl}carbamate (520 mg) and dioxane (5.00 mL) was added hydrogen chloride (4 M dioxane solution, 5.00 mL), followed by stirring at room temperature for 3 hours. The reaction mixture was concentrated under reduced pressure to obtain 3-(2-aminoethyl)-5-methoxy-N-methyl-1H-indole-2-carboxamide hydrochloride (460 mg) as a yellow solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a8acf866a8954fcd97d8cdcf78d1bba6
Source dataset
uspto-grants-2016_02
Patent number
US09260445B2

Reaction notes

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