10,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine → HCID 10112616, compound

HRID 1793990Notes

Reaction equation

HRID 1793990 reaction equation
[C:1]1([C:11]2[CH:19]=[CH:18][C:14]([C:15](O)=[O:16])=[CH:13][CH:12]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH:2]=1.[CH:20]1[CH:21]=[CH:22][N:23]2[CH2:29][C:28]3[CH:30]=[CH:31][CH:32]=[CH:33][C:27]=3[NH:26][CH2:25][C:24]=12>>[CH:20]1[CH:21]=[CH:22][N:23]2[CH2:29][C:28]3[CH:30]=[CH:31][CH:32]=[CH:33][C:27]=3[N:26]([C:15]([C:14]3[CH:13]=[CH:12][C:11]([C:1]4[C:10]5[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=5)[CH2:4][CH2:3][CH:2]=4)=[CH:19][CH:18]=3)=[O:16])[CH2:25][C:24]=12

Participants

3

Reactant 2

HCID 1554704810,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepineHCID 22219718HCID 22219718, compound

Product 1

HCID 10112616HCID 10112616, compoundYield 51%

Procedure

4-(3,4-Dihydro-naphthalen-1-yl)-benzoic acid of Step B (0.280 g, 1.12 mmol) and 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine (0.227 g, 1.23 mmol) were reacted in the manner of Example 15, Step D. Recrystallization from petroleum ether afforded the title compound (0.238 g) as white crystals, m.p. 166° C.

Workup

  1. customRecrystallization from petroleum ether

Sources & evidence

ORD record
ord-722eee6fe3464d8b8b809f7811b06f02
Source dataset
uspto-grants-2006_04
Patent number
US07022699B2

Reaction notes

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