3,4-Dimethylphenyl isocyanate → 4-(3-(3-(3,4-Dimethylphenyl)ureido)-2-methylphenyl)-7-(4-methylpiperazine-1-carbonyl)-9h-carbazole-1-carboxamide

HRID 661909Notes

Reaction equation

HRID 661909 reaction equation
[NH2:1][C:2]1[C:3]([CH3:33])=[C:4]([C:8]2[C:20]3[C:19]4[C:14](=[CH:15][C:16]([C:21]([N:23]5[CH2:28][CH2:27][N:26]([CH3:29])[CH2:25][CH2:24]5)=[O:22])=[CH:17][CH:18]=4)[NH:13][C:12]=3[C:11]([C:30]([NH2:32])=[O:31])=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[N:34]([C:37]1[CH:42]=[CH:41][C:40]([CH3:43])=[C:39]([CH3:44])[CH:38]=1)=[C:35]=[O:36]>C(Cl)Cl>[CH3:44][C:39]1[CH:38]=[C:37]([NH:34][C:35](=[O:36])[NH:1][C:2]2[C:3]([CH3:33])=[C:4]([C:8]3[C:20]4[C:19]5[C:14](=[CH:15][C:16]([C:21]([N:23]6[CH2:28][CH2:27][N:26]([CH3:29])[CH2:25][CH2:24]6)=[O:22])=[CH:17][CH:18]=5)[NH:13][C:12]=4[C:11]([C:30]([NH2:32])=[O:31])=[CH:10][CH:9]=3)[CH:5]=[CH:6][CH:7]=2)[CH:42]=[CH:41][C:40]=1[CH3:43]

Participants

4

Reactant 2

HCID 43896633,4-Dimethylphenyl isocyanateHCID 468338134-(3-amino-2-methylphenyl)-7-(4-methylpiperazine-1-carbonyl)-9H-carbazole-1-carboxamide

Product 1

HCID 468341024-(3-(3-(3,4-Dimethylphenyl)ureido)-2-methylphenyl)-7-(4-methylpiperazine-1-carbonyl)-9h-carbazole-1-carboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-(3-amino-2-methylphenyl)-7-(4-methylpiperazine-1-carbonyl)-9H-carbazole-1-carboxamide (Example 3-2, 25 mg, 0.028 mmol) and TEA (8 μL, 0.057 mmol) in DCM (2 mL) was treated with 4-isocyanato-1,2-dimethylbenzene (8.33 mg, 0.057 mmol) and the mixture was stirred at rt overnight.

Sources & evidence

ORD record
ord-37f7d8e7d28b4e40ac13aaea47e95903
Source dataset
uspto-grants-2011_12
Patent number
US08084620B2

Reaction notes

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