HCID 58541889, compound → HCID 178464745, compound

HRID 1966729Notes

Reaction equation

[Br:1][C:2]1[CH:23]=[CH:22][C:5]2[N:6]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:7]([C:9]3[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=3[C:11]([NH2:13])=[O:12])=[N:8][C:4]=2[CH:3]=1>COC(OC)N(C)C>[Br:1][C:2]1[CH:23]=[CH:22][C:5]2[N:6]([C:18]([CH3:19])([CH3:20])[CH3:21])[C:7]([C:9]3[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=3[C:11](/[N:13]=[C:5](/[N:6]([CH3:18])[CH3:7])\[CH3:4])=[O:12])=[N:8][C:4]=2[CH:3]=1

Participants

Conditions

Temperature: 110 °C

Procedure

To a round bottom flask is added 2-(5-bromo-1-tert-butyl-1H-benzimidazol-2-yl)-benzamide (400 mg, 1.075 mmol) in N,N-dimethylformamide dimethyl acetal (5 mL). The reaction mixture is stirred at 110° C. for 5 hours. The reaction mixture is concentrated to remove all volatile material to afford 2-(5-bromo-1-tert-butyl-1H-benzimidazol-2-yl)-N-[1-dimethylamino-eth-(E)-ylidene]-benzamide (474 mg, 100%) ready for next step. LCMS (ESMS): m/z 441.71, 443.71 (M++1)

Workup

concentrationThe reaction mixture is concentrated
customto remove all volatile material

Sources & evidence

ORD record: ord-26665fdcb1414d8c8fab64dd78f86adc
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08420655B2

Reaction notes

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