4-Methoxybenzylamine → HCID 21884430, compound

HRID 722610Notes

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.[CH3:40][O:41][C:42]1[CH:49]=[CH:48][C:45]([CH2:46][NH2:47])=[CH:44][CH:43]=1>>[CH3:40][O:41][C:42]1[CH:49]=[CH:48][C:45]([CH2:46][NH:47][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])=[CH:44][CH:43]=1

Participants

Reactant 2

HCID 754524-Methoxybenzylamine

HCID 86600622HCID 86600622, compound

Product 1

HCID 21884430HCID 21884430, 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 4-methoxybenzylamine (19 mg, 0.14 mmol) the title compound was obtained (22 mg, 45%). 1H NMR (DMSO) δ 9.20(t, 1H), 8.43(dd, 1H), 8.36(m, 2H), 8.30(m, 2H), 8.09(d, 1H), 7.99(dd, 1H), 7.91(d, 1H), 7.82–7.89(m, 2H), 7.28(d, 2H), 6.89(d, 2H), 4.45(d, 2H), 3.73(s, 3H). MS 545.9 m/z (M−H)−.

Sources & evidence

ORD record: ord-0ab527f157a34c0eb333b3f7626300c2
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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