Methyl 4-(cyclohexylamino)-3-[[4-(phenylmethoxy)benzoyl]amino]benzoate → HCID 22660776, compound

HRID 392974Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:34]=[CH:33][C:12]([C:13]([NH:15][C:16]2[CH:17]=[C:18]([CH:23]=[CH:24][C:25]=2[NH:26][CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)[C:19]([O:21][CH3:22])=[O:20])=O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)(=O)C>[CH2:1]([O:8][C:9]1[CH:34]=[CH:33][C:12]([C:13]2[N:26]([CH:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)[C:25]3[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][C:16]=3[N:15]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 100 °C

Procedure

A solution of compound 47 (0.558 g, 1.11 mmol) in acetic acid (3 mL) was refluxed for 1 h and then stirred at 100° C. for 15 h. The reaction mixture was cooled to rt and concentrated on a rotary evaporator. The residue was coevaporated with toluene (1×) and then purified by column chromatography (silica gel, 8% acetone/toluene (v/v)) to give compound 48 as a white solid (0.234 g, 53%). ESI-MS m/e 441.3 (M+1).

Workup

temperatureThe reaction mixture was cooled to rt
concentrationconcentrated on a rotary evaporator
custompurified by column chromatography (silica gel, 8% acetone/toluene (v/v))

Sources & evidence

ORD record: ord-be7159df25814dbcaaf8d05ddc652bd8
Source dataset: uspto-grants-2004_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06803374B2

Reaction notes

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