Triethylamine → HCID 20509742, compound

HRID 128252Notes

Reaction equation

HRID 128252 reaction equation
P(Cl)(Cl)(Cl)=O.[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14][CH2:15][C:16]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([Br:25])[CH:23]=3)[NH:18][CH:17]=2)=[CH:10][CH:9]=1.[NH:26]1[CH2:30][CH2:29][CH2:28][C:27]1=O.C(N(CC)CC)C>ClCCCl>[Br:25][C:22]1[CH:23]=[C:24]2[C:19](=[CH:20][CH:21]=1)[NH:18][CH:17]=[C:16]2[CH2:15][N:14]([C:27]1[CH2:28][CH2:29][CH2:30][N:26]=1)[C:11]1[CH:10]=[CH:9][C:8]([O:7][CH3:6])=[CH:13][CH:12]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 120252-PyrrolidoneHCID 24813Phosphorus oxychlorideHCID 20509762HCID 20509762, compound

Product 1

HCID 20509742HCID 20509742, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Reaction of equimolar amounts of phosphorus oxychloride, 3-(p-anisidinomethyl)-5-bromoindole, 2-pyrrolidinone and triethylamine in 1,2-dichloroethane according to the procedure of Example 35 provides 5-bromo-3-[(N-[1-pyrrolin-2-yl]-p-anisidino)methyl]indole. Acidification of the free base with ethanolic hydrogen chloride provides 5-bromo-3-[(N-[1-pyrrolin-2-yl]-p-anisidino)methyl]indole hydrochloride, m.p. 205.5°-207.5° C. (corr.).

Sources & evidence

ORD record
ord-5e58879578c74344887e496cb198e301
Source dataset
uspto-grants-1981_03
Patent number
US04259238

Reaction notes

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