HCID 18537929, compound → HCID 178514964, compound

HRID 412698Notes

Reaction equation

[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[C:16]([NH2:18])[C:15]([NH2:19])=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O:20]=[C:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:23](=[O:30])[N:22]1[CH2:31][C:32]1[CH:46]=[CH:45][C:35]2[NH:36][C:37]([CH2:39][C:40](OCC)=O)=[N:38][C:34]=2[CH:33]=1>C(OCC)C>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:13]=[CH:14][C:15]3[NH:19][C:40]([CH2:39][C:37]4[NH:38][C:34]5[CH:33]=[C:32]([CH2:31][N:22]6[C:23](=[O:30])[C:24]7[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=7)[C:21]6=[O:20])[CH:46]=[CH:45][C:35]=5[N:36]=4)=[N:18][C:16]=3[CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Conditions

Temperature: 185 °C

Procedure

A mixture of 5-(4-phenylbutoxy)benzene-1,2-diamine (0.06 g, 0.234 mmol) and ethyl 5-(1,3-dioxo-1,3-dihydroisoindol-2-ylmethyl)-1H-benzoimidazol-2-ylacetate (0.1 g, 0.234 mmol) was heated 1 hour at 185° C. under nitrogen. The mixture was suspended in diethyl ether, stirred vigorously for 1 hour. The solids were collected by filtration, washed with diethyl ether and dried to provide 2-{2-[5-(4-phenylbutoxy)-1H-benzoimidazol-2-ylmethyl]-3H-benzoimidazol-5-ylmethyl}isoindole-1,3-dione (0.1 g, 0.18 mmol).

Workup

filtrationThe solids were collected by filtration
washwashed with diethyl ether
customdried

Sources & evidence

ORD record: ord-ce3626b06ba14542bb94eafb328be406
Source dataset: uspto-grants-2003_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06562854B2

Reaction notes

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