Water → HCID 22158320, compound

HRID 1073148Notes

Reaction equation

HRID 1073148 reaction equation
[O:1]=[C:2]1[N:7]2[C:8]3[C:13]([C:14]([CH2:15][CH2:16][NH:17][C:18](=[O:24])[CH2:19][CH2:20][CH2:21][CH2:22]Cl)=[C:6]2[CH2:5][CH2:4][CH2:3]1)=[CH:12][CH:11]=[CH:10][CH:9]=3.[CH:25]([N:28](C(C)C)[CH2:29]C)(C)C.Cl.CNC.O>CN(C=O)C>[CH3:25][N:28]([CH3:29])[CH2:22][CH2:21][CH2:20][CH2:19][C:18]([NH:17][CH2:16][CH2:15][C:14]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]2[C:2](=[O:1])[CH2:3][CH2:4][CH2:5][C:6]=12)=[O:24]

Participants

6

Reactant 4

HCID 962WaterHCID 10473Dimethylamine, hydrochlorideHCID 81531DiisopropylethylamineHCID 20074160HCID 20074160, compound

Product 1

HCID 22158320HCID 22158320, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

15 g 6-Oxo-10-[2-(5-chlorovaleryl)aminoethyl]-6,7,8,9tetrahydropyrido[1,2-a]indole (D 3 of EP-0213696), 14.6 ml diisopropylethylamine, 1 g KI and 3.5 g dimethylamine hydrochloride were dissolved in 100 ml DMF and stirred for 48 hours at room-temperature. After further stirring for 7 hours at 40° C. the reaction mixture was dissolved with water and extracted with ethyl acetate. After acid-base separation the product was crystallised from diisopropylether.

Workup

  1. stirringAfter further stirring for 7 hours at 40° C. the reaction mixture
  2. extractionextracted with ethyl acetate
  3. customAfter acid-base separation the product
  4. customwas crystallised from diisopropylether

Sources & evidence

ORD record
ord-310a87a2a3f1407b9215a77f2f9a9554
Source dataset
uspto-grants-1990_11
Patent number
US04968699

Reaction notes

Loading…