Methanol → HCID 178480842, compound

HRID 1189773Notes

Reaction equation

HRID 1189773 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[N:10]=[C:11]([N+:14]([O-])=O)[NH:12][CH:13]=2)[CH2:4][CH2:3]1.CO.C1COCC1.CO.C(N1CCN(C2C=C(N[C:41]([C:43]3[C:44]4[N:45]=[CH:46][CH:47]=[N:48][C:49]=4[C:50]([C:53]4[C:62]5[C:57](=[CH:58][CH:59]=[CH:60][CH:61]=5)[CH:56]=[N:55][CH:54]=4)=[CH:51][CH:52]=3)=[O:42])C=CC=2)CC1)C>[Ni].C(Cl)Cl.CO>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[N:10]=[C:11]([NH:14][C:41]([C:43]3[C:44]4[N:45]=[CH:46][CH:47]=[N:48][C:49]=4[C:50]([C:53]4[C:62]5[C:57](=[CH:58][CH:59]=[CH:60][CH:61]=5)[CH:56]=[N:55][CH:54]=4)=[CH:51][CH:52]=3)=[O:42])[NH:12][CH:13]=2)[CH2:4][CH2:3]1

Participants

7

Reactant 4

HCID 887MethanolHCID 21899815MeOH tetrahydrofuranHCID 445156698-Isoquinolin-4-yl-quinoxaline-5-carboxylic acid [3-(4-ethyl-piperazin-1-yl)phenyl]-amideHCID 178480844HCID 178480844, compound

Product 1

HCID 178480842HCID 178480842, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound was prepared in analogy to the procedures described in Example 14 but using 1-methyl-4-(2-nitro-1H-imidazol-4-ylmethyl)-piperazine (Step 20.1) instead of 2-nitroimidazole in Step 14.3, Raney nickel and MeOH/THF (1:1) instead of palladium on carbon and MeOH in Step 14.2, and 8-isoquinolin-4-yl-quinoxaline-5-carboxylic acid (Example 52) in Step 14.1. Title compound: ESI-MS: 479.0 [M+H]+; TLC: Rf=0.16 (DCM/MeOH, 9:1).

Workup

  1. customThe title compound was prepared in analogy to the procedures

Sources & evidence

ORD record
ord-09e020ff1c3944748e0a446b83db6b09
Source dataset
uspto-grants-2014_03
Patent number
US08674099B2

Reaction notes

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