Triethylamine → HCID 22714422, compound

HRID 351933Notes

Reaction equation

HRID 351933 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:14]=[C:13]2[C:9]([CH:10]=[CH:11][NH:12]2)=[CH:8][CH:7]=1.Br.CC1C([C:22]2[NH:23][CH2:24][CH2:25][N:26]=2)=C(C)NN=1.C(N(CC)CC)C>CN(C=O)C>[NH:26]1[CH2:25][CH2:24][N:23]=[C:22]1[NH:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:14]=[C:13]2[C:9]([CH:10]=[CH:11][NH:12]2)=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 22714433HCID 22714433, compoundHCID 534351342-(3,5-Dimethylpyrazolyl)-4,5-dihydroimidazole hydrobromide

Product 1

HCID 22714422HCID 22714422, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

500 mg (2.6 mmol) of 6-(3-aminopropoxy)indole 23 [prepared in accordance with Example 9.1] are dissolved in 10 ml of DMF together with 0.97 g (3.9 mmol) of 2-(3,5-dimethylpyrazolyl)-4,5-dihydroimidazole hydrobromide and 1.7 ml (11.9 mmol) of triethylamine, and the solution is stirred at 60° C. for 12 hours. After the solution has been evaporated, the crude product is purified by preparative HPLC.

Workup

  1. customAfter the solution has been evaporated
  2. customthe crude product is purified by preparative HPLC

Sources & evidence

ORD record
ord-4e580d69350a4fb78f11816bd2b49ae8
Source dataset
uspto-grants-2004_06
Patent number
US06743810B2

Reaction notes

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