1,1'-Carbonyldiimidazole → HCID 178517669, compound

HRID 706325Notes

Reaction equation

HRID 706325 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.[O:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:24]=[CH:23][C:20]([CH:21]=O)=[CH:19][CH:18]=2)[CH2:13][CH2:12]1.[Si](C#N)(C)(C)C.[N:31]1([C:36](N2C=CN=C2)=[O:37])C=CN=[CH:32]1>[Pd]>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([N:10]3[CH:21]([C:20]4[CH:23]=[CH:24][C:17]([N:14]5[CH2:15][CH2:16][O:11][CH2:12][CH2:13]5)=[CH:18][CH:19]=4)[CH2:32][NH:31][C:36]3=[O:37])=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

6

Reactant 4

HCID 682631,1'-CarbonyldiimidazoleHCID 82115Trimethylsilyl cyanideHCID 2913494-MorpholinobenzaldehydeHCID 178507353HCID 178507353, compound

Product 1

HCID 178517669HCID 178517669, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The compound was synthesized starting from 1H-benzo[d]imidazol-5-amine (0.333 g, 2.5 mmol), 4-morpholinobenzaldehyde (0.473 g, 2.5 mmol), TMSCN (0.375 mL, 3 mmol), Pd/C (10%, 0.02 g), TEA 1 mL, 7.2 mmol), di-(imidazol-1-yl)methanone (0.600 g, 3.7 mmol) as described in method 2.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-6bbaeab559bd4d9eb3ffce1d09912206
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

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