Diisopropylethylamine → HCID 178481659, compound

HRID 537895Notes

Reaction equation

HRID 537895 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[NH:4][C:3]1=[S:11].[CH3:12]CN(C(C)C)C(C)C.Cl[CH2:22][C:23]1[N:24](C)[CH:25]=[C:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[N:27]=1>CN(C=O)C>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[SH:11]([CH2:22][C:23]1[NH:24][CH:25]=[C:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[N:27]=1)[CH3:12]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 15222441-Methyl-1H-benzimidazole-2-thiolHCID 591512282-Chloromethyl-1-methyl-4-phenyl-1H-imidazole

Product 1

HCID 178481659HCID 178481659, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 1-methyl-1,3-dihydro-benzoimidazole-2-thione (28 mg, 0.18 mmol) in DMF (1.6 mL) was added DIPEA (80 μL, 0.44 mmol) and 2-chloromethyl-1-methyl-4-phenyl-1H-imidazole (40 mg, 0.19 mmol). The mixture was heated at 90° C. for 10 minutes using a microwave synthesizer. Volatiles were evaporated and the residue was purified by preparative LC-MS to yield the title compound. LC-MS: m/z=335.3 (MH+), tR=0.51 min, method C.

Workup

  1. customVolatiles were evaporated
  2. customthe residue was purified by preparative LC-MS

Sources & evidence

ORD record
ord-eac575c932fc47bf8c0e3ed51c166972
Source dataset
uspto-grants-2014_10
Patent number
US08865711B2

Reaction notes

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