Triethylamine → N-[2-(Diethylamino)ethyl]-N'-[4-(1,4-dihydroindeno[1,2-c]pyrazol-3-yl)phenyl]urea

HRID 991018Notes

Reaction equation

[N:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:11]3[CH2:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[C:12]=3[NH:13][N:14]=2)=[CH:6][CH:5]=1)=[C:2]=[O:3].CCN(CC)CC.[CH2:29]([N:31]([CH2:35][CH3:36])[CH2:32][CH2:33][NH2:34])[CH3:30]>C1(C)C=CC=CC=1>[CH2:29]([N:31]([CH2:35][CH3:36])[CH2:32][CH2:33][NH:34][C:2]([NH:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[C:11]3[CH2:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[C:12]=3[NH:13][N:14]=2)=[CH:8][CH:9]=1)=[O:3])[CH3:30]

Participants

Conditions

Temperature: 95 °C

Procedure

A suspension of of 3-(4-isocyanatophenyl)-1,4-dihydroindeno[1,2-c]pyrazole, 2 (75 mg, 0.274 mmol), Et3N (0.191 mL, 1.37 mmol), N,N-diethylethylenediamine (0.112 mL, 1.37 mmol) in toluene (3 mL) was heated to about 95° C., for about 3 hours. The white solid was filtered off and washed with EtOAc and dried under vacuum to afford 61 mg (57%) of pure product. LC/MS 390 (M+1); LC retention time 2.76 minutes.

Workup

filtrationThe white solid was filtered off
washwashed with EtOAc
customdried under vacuum

Sources & evidence

ORD record: ord-b36d2620cf334fc3a706b5b1eb454811
Source dataset: uspto-grants-2002_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06462036B1

Reaction notes

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