Hydrochloric Acid → 4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione hydrochloride

HRID 863533Notes

Reaction equation

HRID 863533 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]2[C:15](=[O:16])[NH:14][C:13](=[O:17])[CH:12]=2)=[CH:3]1.[ClH:18]>C(OCC)(=O)C>[ClH:18].[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]2[C:15](=[O:16])[NH:14][C:13](=[O:17])[CH:12]=2)=[CH:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 200846494-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione

Product 1

HCID 216543554-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of 1.25 g (2.32 mmol) of 3-[8(R or S)-[1(R or S)-tertbutoxyformamidoethyl]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione (diastereomer A) in 10 ml of ethyl acetate was treated with 30 ml of a saturated solution of hydrogen chloride in ethyl acetate and stirred at room temperature for 18 hours. The solid obtained was removed by filtration and dried to give 1.0 g of 3-[8(R or S)-[1(R or S)-aminoethyl]-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione hydrochloride (diastereomer A) as a red solid of melting point 324°-325° C.

Workup

  1. customThe solid obtained
  2. customwas removed by filtration
  3. customdried

Sources & evidence

ORD record
ord-80d040d6c1a54de9975722d501434d67
Source dataset
uspto-grants-1998_02
Patent number
US05721230

Reaction notes

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