1,1'-Carbonyldiimidazole → HCID 178517659, compound

HRID 706322Notes

Reaction equation

HRID 706322 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=2[N:3]=[CH:2]1.[N:11]1([C:16]2[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=2)[CH:19]=O)[CH2:15][CH2:14][CH2:13][CH2:12]1.[Si](C#N)(C)(C)C.[N:30]1([C:35](N2C=CN=C2)=[O:36])C=CN=[CH:31]1>[Pd]>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([N:10]3[CH:19]([C:18]4[CH:21]=[CH:22][CH:23]=[C:16]([N:11]5[CH2:15][CH2:14][CH2:13][CH2:12]5)[CH:17]=4)[CH2:31][NH:30][C:35]3=[O:36])=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

6

Reactant 4

HCID 682631,1'-CarbonyldiimidazoleHCID 82115Trimethylsilyl cyanideHCID 71646003-Pyrrolidin-1-ylbenzaldehydeHCID 178507353HCID 178507353, compound

Product 1

HCID 178517659HCID 178517659, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The compound was synthesized starting from 1H-benzo[d]imidazol-5-amine (0.400 g, 3 mmol), 3-(pyrrolidin-1-yl)benzaldehyde (0.526 g, 3 mmol), TMSCN (0.375 mL, 3 mmol), Pd/C (10%, 0.02 g), TEA 1.05 mL, 7.5 mmol), di-(imidazol-1-yl)methanone (0.730 g, 4.5 mmol) as described in method 2.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-c6cb0837a783487198ac9d624f124f05
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

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