1-Isocyanato-2-phenylbenzene → HCID 59715906, compound

HRID 2223695Notes

Reaction equation

HRID 2223695 reaction equation
[CH3:1][NH:2][CH:3]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][NH:10][C:11]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=[C:16]([CH3:24])[CH:15]=2)=[O:12])[CH2:4]1.[CH:25]1[CH:30]=[CH:29][C:28]([C:31]2[C:36]([N:37]=[C:38]=[O:39])=[CH:35][CH:34]=[CH:33][CH:32]=2)=[CH:27][CH:26]=1>C1COCC1>[C:31]1([C:28]2[CH:27]=[CH:26][CH:25]=[CH:30][CH:29]=2)[CH:32]=[CH:33][CH:34]=[CH:35][C:36]=1[NH:37][C:38](=[O:39])[N:2]([CH:3]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][NH:10][C:11]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=[C:16]([CH3:24])[CH:15]=2)=[O:12])[CH2:4]1)[CH3:1]

Participants

4

Reactant 2

HCID 2222801-Isocyanato-2-phenylbenzeneHCID 59715924HCID 59715924, compound

Product 1

HCID 59715906HCID 59715906, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 1-[2-(3-methylamino-pyrrolidin-1-yl)-ethyl]-3-(2-methyl-quinolin-4-yl)-urea (0.03 mmol) in THF (0.3 mL) is added a solution of 2-biphenyl isocyanate (0.09 mmol) in THF (0.6 mL). The reaction is allowed to stir for 18 h, and then is quenched with water (0.1 mL), and stirred for an additional 0.5 h. The reaction mixture is evaporated. The residue is taken up in a mixture of formic acid/TFA (1:1; 1 mL), and purified by preparative HPLC.

Workup

  1. customis quenched with water (0.1 mL)
  2. stirringstirred for an additional 0.5 h
  3. customThe reaction mixture is evaporated
  4. additionThe residue is taken up in a mixture of formic acid/TFA (1:1; 1 mL)
  5. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-cd0012f5ef0f4fdcbb79383867ca6db9
Source dataset
uspto-grants-2008_05
Patent number
US07375227B2

Reaction notes

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