Methylamine → HCID 69042070, compound

HRID 2251275Notes

Reaction equation

[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][C:6]=1[C:14]([N:16]1[CH2:21][CH2:20][N:19]([C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=2)[CH2:18][CH2:17]1)=[O:15])([CH3:3])[CH3:2].C1N=C[N:34](C(N2C=NC=C2)=O)[CH:33]=1.CN>CN(C=O)C>[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([NH:34][CH3:33])=[O:10])=[CH:7][C:6]=1[C:14]([N:16]1[CH2:17][CH2:18][N:19]([C:22]2[CH:23]=[CH:24][C:25]([C:28]([F:29])([F:30])[F:31])=[CH:26][CH:27]=2)[CH2:20][CH2:21]1)=[O:15])([CH3:2])[CH3:3]

Participants

Conditions

Temperature: 50 °C

Procedure

To 0.3 mmol 4-isopropoxy-3-[4-(4-trifluoromethyl-phenyl)-piperazine-1-carbonyl]-benzoic acid in 2 ml DMF was added 0.4 mmol CDI, and the mixture heated at 50° C. for 30 min. 5.2 mmol methylamine (41% aq solution) was then added, and the mixture was stirred at RT for 16 h. The mixture was then cooled to room temperature, concentrated in vacuo, and the residue chromatographed on silica gel (eluant: ethyl acetate) to afford the title compound. MS (m/e): 450.1 (M+H+, 100%)

Workup

temperatureThe mixture was then cooled to room temperature
concentrationconcentrated in vacuo
customthe residue chromatographed on silica gel (eluant: ethyl acetate)

Sources & evidence

ORD record: ord-1a78ff865ac44ac089da2d44a79fa7ad
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07319099B2

Reaction notes

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