HCID 22036348, compound → HCID 22036310, compound

HRID 493334Notes

Reaction equation

[CH3:1][NH:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[C:6]([O:13][CH2:14][CH2:15][OH:16])[CH:7]=[CH:8][CH:9]=2)[N:4]=1.Cl[CH:18]1[CH:23]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[NH:22][CH2:21][CH2:20][NH:19]1>>[CH3:1][NH:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[C:6]([O:13][CH2:14][CH2:15][O:16][C:18]3[C:23]([N:24]4[CH2:25][CH2:26][NH:27][CH2:28][CH2:29]4)=[N:22][CH:21]=[CH:20][N:19]=3)[CH:7]=[CH:8][CH:9]=2)[N:4]=1

Participants

Reactant 2

HCID 22036348HCID 22036348, compound

HCID 22036487HCID 22036487, compound

Product 1

HCID 22036310HCID 22036310, compoundYield 31%

Procedure

The title compound was prepared according to the procedure of Example 90, Step 2, starting from the product obtained in Step 2 above and 2-chloro-3-(1-piperazinyl)piperazine (from Example 90, Step 1). The crude product was purified by column chromatography (gradient: 1% NH4OH in EtOAc/MeOH (90:10) to 1% NH4OH in EtOAc/MeOH (80:20) in first purification step and gradient 0.5% NH4OH in CHCl3/MeOH (95:5) to 1% NH4OH in CHCl3/MeOH (90:10) in second purification). Yield 31%; mp 54.0-56.5° C.; MS m/z 381 (M+H)+. Anal. (C20H24N6O2.0.5 H2O) C, H, N.

Workup

customThe crude product was purified by column chromatography (gradient: 1% NH4OH in EtOAc/MeOH (90:10) to 1% NH4OH in EtOAc/MeOH (80:20) in first purification step and gradient 0.5% NH4OH in CHCl3/MeOH (95:5) to 1% NH4OH in CHCl3/MeOH (90:10) in second purification)

Sources & evidence

ORD record: ord-3e603215a57144458f45e0a71d0b20f0
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07534794B2

Reaction notes

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