O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → HCID 59292849, compound

HRID 2409646Notes

Reaction equation

HRID 2409646 reaction equation
Cl.[CH3:2][N:3]1[CH2:8][CH2:7][N:6]([CH2:9][C:10]2[CH:11]=[CH:12][C:13]([NH2:16])=[N:14][CH:15]=2)[CH2:5][CH2:4]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N1CCN(C2C=C(N[C:54]([C:56]3[C:57]4[N:58]=[CH:59][CH:60]=[N:61][C:62]=4[C:63]([C:66]4[C:75]5[C:70](=[CH:71][CH:72]=[CH:73][CH:74]=5)[CH:69]=[N:68][CH:67]=4)=[CH:64][CH:65]=3)=[O:55])C=CC=2)CC1)C>C(Cl)Cl.CO>[CH3:2][N:3]1[CH2:8][CH2:7][N:6]([CH2:9][C:10]2[CH:11]=[CH:12][C:13]([NH:16][C:54]([C:56]3[C:57]4[N:58]=[CH:59][CH:60]=[N:61][C:62]=4[C:63]([C:66]4[C:75]5[C:70](=[CH:71][CH:72]=[CH:73][CH:74]=5)[CH:69]=[N:68][CH:67]=4)=[CH:64][CH:65]=3)=[O:55])=[N:14][CH:15]=2)[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 445156698-Isoquinolin-4-yl-quinoxaline-5-carboxylic acid [3-(4-ethyl-piperazin-1-yl)phenyl]-amideHCID 669145625-(4-Methyl-piperazin-1-ylmethyl)-pyridin-2-ylamine hydrochloride

Product 1

HCID 59292849HCID 59292849, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound was prepared in analogy to the procedure described in Step 14.1 but stirring the reaction mixture for 17 h at rt, using 2 equiv of 5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-ylamine hydrochloride (Example 31), TBTU (2 equiv) and 8-isoquinolin-4-yl-quinoxaline-5-carboxylic acid (Example 52). Title compound: ESI-MS: 490.0 [M+H]+; tR=2.21 min (System 1); TLC: Rf=0.17 (DCM/MeOH, 9:1).

Workup

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

Sources & evidence

ORD record
ord-585982dd3b0f43abb236a4aa8d71d177
Source dataset
uspto-grants-2014_08
Patent number
US08815901B2

Reaction notes

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