Triethylamine → Imidazole-1-carboxylic acid bicyclo[1.1.1]pent-1-ylamide

HRID 659042Notes

Reaction equation

HRID 659042 reaction equation
C(N(CC)CC)C.Cl.[C:9]12([NH2:14])[CH2:13][CH:11]([CH2:12]1)[CH2:10]2.[C:15](N1C=CN=C1)([N:17]1[CH:21]=[CH:20][N:19]=[CH:18]1)=[O:16]>CN(C=O)C>[C:9]12([NH:14][C:15]([N:17]3[CH:21]=[CH:20][N:19]=[CH:18]3)=[O:16])[CH2:13][CH:11]([CH2:12]1)[CH2:10]2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 54589873Bicyclo[1.1.1]pentan-1-amine hydrochloride

Product 1

HCID 59191971Imidazole-1-carboxylic acid bicyclo[1.1.1]pent-1-ylamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Triethylamine (0.1 mL, 0.5 mmol) was added to a solution of bicyclo[1.1.1]-pentan-1-amine hydrogen chloride (19 mg, 0.16 mmol) and 1,1′-carbonyldiimidazole (32 mg, 0.192 mmol) in DMF (2 mL) (clear solution turned into suspension). The suspension was used for the synthesis of compound 1 without further isolation of compound 1b.

Sources & evidence

ORD record
ord-87b560074e7d490794af82b5a7cf6430
Source dataset
uspto-grants-2011_12
Patent number
US08080556B2

Reaction notes

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