1-Isopropylpiperazine → HCID 68563887, compound

HRID 2108503Notes

Reaction equation

HRID 2108503 reaction equation
C[O:2][C:3]([C:5]1[CH:13]=[C:12]2[C:8]([C:9]([CH:14]3[O:19][CH2:18][CH2:17][N:16]([CH2:20][CH:21]([CH3:23])[CH3:22])[CH2:15]3)=[CH:10][NH:11]2)=[CH:7][CH:6]=1)=O.O[Li].O.[CH3:27][CH:28]([N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1)[CH3:29]>>[CH2:20]([N:16]1[CH2:17][CH2:18][O:19][CH:14]([C:9]2[C:8]3[C:12](=[CH:13][C:5]([C:3]([N:33]4[CH2:34][CH2:35][N:30]([CH:28]([CH3:29])[CH3:27])[CH2:31][CH2:32]4)=[O:2])=[CH:6][CH:7]=3)[NH:11][CH:10]=2)[CH2:15]1)[CH:21]([CH3:23])[CH3:22]

Participants

4

Reactant 3

HCID 780131-IsopropylpiperazineHCID 168937Lithium hydroxide, monohydrateHCID 68560891HCID 68560891, compound

Product 1

HCID 68563887HCID 68563887, compound

Procedure

According to the procedure described for the conversion of an ester functionality to a piperazine amide functionality like in example 72, step 2 the title compound was prepared from 3-(4-isobutyl-morpholin-2-yl)-1H-indole-6-carboxylic acid methyl ester and (after ester cleavage with LiOH.H2O), 1-(2-propyl)-piperazine (commercially available). The title compound was obtained as light brown foam. MS (m/e): 413.4 (MH+).

Sources & evidence

ORD record
ord-db8ec9d96b8e44b39a23a1aa8ca16beb
Source dataset
uspto-grants-2009_04
Patent number
US07514433B2

Reaction notes

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