HCID 67357285, compound → HCID 22029065, compound

HRID 1879353Notes

Reaction equation

[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([C:17](=O)[NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[NH2:25])[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CC(O)=O>[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([C:17]2[NH:25][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[N:18]=2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 90 °C

Procedure

A solution of crude 10 g of 4-(2-amino-phenylcarbamoyl)-piperidine-1-carboxylic acid benzyl ester was dissolved in 200 mL glacial AcOH and heated to 90° C. for 1.5 h. The reaction mixture was evaporated to dryness, redissolved in 20 mL MeOH and concentrated in vacuo. Purification by CC with EtOAc/Hept (9:1) to EtOAc yielded 1.3 g of the desired compound as beige solid.

Workup

customThe reaction mixture was evaporated to dryness
dissolutionredissolved in 20 mL MeOH
concentrationconcentrated in vacuo
customPurification by CC with EtOAc/Hept (9:1) to EtOAc

Sources & evidence

ORD record: ord-67221cb761624b3ba7faf81fd63429b5
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08314253B2

Reaction notes

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