Aniline → HCID 68775670, compound

HRID 2203232Notes

Reaction equation

HRID 2203232 reaction equation
Cl[C:2]1[NH:6][C:5]2[CH:7]=[C:8]([B:11]3[O:15][C:14]([CH3:17])([CH3:16])[C:13]([CH3:19])([CH3:18])[O:12]3)[CH:9]=[CH:10][C:4]=2[N:3]=1.[NH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CN1CCCC1=O>[C:21]1([NH:20][C:2]2[NH:6][C:5]3[CH:7]=[C:8]([B:11]4[O:15][C:14]([CH3:17])([CH3:16])[C:13]([CH3:19])([CH3:18])[O:12]4)[CH:9]=[CH:10][C:4]=3[N:3]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 56776714HCID 56776714, compound

Product 1

HCID 68775670HCID 68775670, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
140 °C

Procedure

2-Chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole (200 mg, 0.718 mmol) and aniline (669 mg, 7.18 mmol) were mixed in N-methyl-2-pyrrolidinone (2 mL). The solution was heated at 140° C. for 30 minutes in a microwave reactor. The reaction mixture was concentrated to give the title compound, which was used without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-06fce8eaec974ae9977cc432d572cc8a
Source dataset
uspto-grants-2016_06
Patent number
US09365566B2

Reaction notes

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