3-Piperidinecarboxamide → HCID 21884479, compound

HRID 722609Notes

Reaction equation

C([O:8][C:9]([C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[C:16](=[O:20])[N:15]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([C:27]3[O:28][C:29]4[CH:35]=[C:34]([C:36](Cl)=[O:37])[CH:33]=[CH:32][C:30]=4[N:31]=3)[CH:22]=1)[C:14]2=[O:39])=[O:10])C1C=CC=CC=1.[NH:40]1[CH2:48][CH2:47][CH2:46][CH:42]([C:43]([NH2:45])=[O:44])[CH2:41]1>>[C:43]([CH:42]1[CH2:46][CH2:47][CH2:48][N:40]([C:36]([C:34]2[CH:33]=[CH:32][C:30]3[N:31]=[C:27]([C:23]4[CH:22]=[C:21]([N:15]5[C:14](=[O:39])[C:13]6[C:17](=[CH:18][CH:19]=[C:11]([C:9]([OH:8])=[O:10])[CH:12]=6)[C:16]5=[O:20])[CH:26]=[CH:25][CH:24]=4)[O:28][C:29]=3[CH:35]=2)=[O:37])[CH2:41]1)(=[O:44])[NH2:45]

Participants

Reactant 2

HCID 929803-Piperidinecarboxamide

HCID 86600622HCID 86600622, compound

Product 1

HCID 21884479HCID 21884479, compound

Procedure

Prepared by the method of Example 76 g), from 2-[3-(6-chlorocarbonylbenzoxazol-2-yl)phenyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid benzyl ester (50 mg, 0.09 mmol) and nipecotamide (18 mg, 0.14 mmol) the title compound was obtained (18 mg, 37%). 1H NMR (DMSO) δ 8.44(dd, 1H), 8.36(m, 2H), 8.29(dt, 1H), 7.95–7.76(m, 4H), 7.44(dd, 1H), 4.02(m, 1H), 3.18(bm, 2H), 2.87(bm, 2H), 1.70–1.38(m, 4H). MS 536.8 m/z (M−H)−.

Sources & evidence

ORD record: ord-760440e143994b6b8438ec09f01d6403
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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