Triethylamine → HCID 13180295, compound

HRID 867024Notes

Reaction equation

HRID 867024 reaction equation
[C:1]1([C:7]2[CH:20]=[CH:19][C:10]([C:11]([CH:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)=[O:12])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:22][CH2:23][C:24]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[NH:26][CH:25]=1.C(N(CC)CC)C>CN(C)C=O>[C:1]1([C:7]2[CH:20]=[CH:19][C:10]([C:11]([CH:13]3[CH2:18][CH2:17][N:16]([CH2:22][CH2:23][C:24]4[C:32]5[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=5)[NH:26][CH:25]=4)[CH2:15][CH2:14]3)=[O:12])=[CH:9][CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 769243-(2-Bromoethyl)indoleHCID 20311704([1,1'-Biphenyl]-4-yl)(piperidin-4-yl)methanone

Product 1

HCID 13180295HCID 13180295, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 10.4 g of 4-(4-phenylbenzoyl)piperidine, 8.8 g of 3-(2-bromoethyl)indole and 4.5 g of triethylamine in 300 ml of dimethylformamide is treated according to the manipulative procedure outlined in Example 3(b) to produce 3-{2-[4-(4-phenylbenzoyl)piperidyl]ethyl}indole. The indole is recrystallized twice from an ethanol-water mixture (one charcoal treatment), thrice from a pyridine-water mixture, and twice from an actetone-water mixture to give the product, mp 189°-192° C.

Sources & evidence

ORD record
ord-09ac42afb100431da3c2a096ae960cc4
Source dataset
uspto-grants-1978_07
Patent number
US04101663

Reaction notes

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