Indole → HCID 15646125, compound

HRID 1655275Notes

Reaction equation

HRID 1655275 reaction equation
Cl.[CH:2]12[NH:10][CH:6]([CH2:7][CH2:8][CH2:9]1)[CH2:5][C:4](=O)[CH2:3]2.[C:12]1([NH:18]N)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.N1C2C(=CC=CC=2)C=C1.O.C(O)(=O)C(O)=O.C(O)(=O)C(O)=O>C(Cl)Cl>[NH:10]1[CH:2]2[C:3]3[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[NH:18][C:4]=3[CH2:5][CH:6]1[CH2:7][CH2:8][CH2:9]2

Participants

6

Reactant 4

HCID 798IndoleHCID 7516PhenylhydrazineHCID 197915239-Azabicyclo[3.3.1]nonan-3-one--hydrogen chloride (1/1)HCID 87238501HCID 87238501, compound

Product 1

HCID 15646125HCID 15646125, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This compound was prepared from 9-azabicyclo[3.3.1]nonan-3-one hydrochloride and phenylhydrazine by Fischer indole synthesis as described in Example 1, Method A, to give colorless crystals, mp 198°-203° C. (from methylene chloride; it was also converted to a hydrogen oxalate hemihydrate, mp 68°-72° C. (from ethanol-ether).

Sources & evidence

ORD record
ord-34acae3deed749ea9d88350bdc77a4e3
Source dataset
uspto-grants-1993_10
Patent number
US05250537

Reaction notes

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