Benzyl isocyanate → HCID 68327791, compound

HRID 2274926Notes

Reaction equation

HRID 2274926 reaction equation
Cl.[N:2]12[CH2:9][CH2:8][CH:5]([CH2:6][CH2:7]1)[CH:4]([NH2:10])[CH2:3]2.[N:11]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[C:12]=[O:13]>CN(C=O)C.C(N(CC)CC)C>[CH2:14]([NH:11][C:12]([NH:10][CH:4]1[CH:5]2[CH2:8][CH2:9][N:2]([CH2:7][CH2:6]2)[CH2:3]1)=[O:13])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 2

HCID 76639Benzyl isocyanateHCID 184012826530-09-2

Product 1

HCID 68327791HCID 68327791, compoundYield 548.3%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of quinuclidin-3-amine hydrochloride (324 mg, 0.199 mmol) in DMF (30 ml) was added triethylamine (3 drops) followed by (isocyanatomethyl)benzene (275 mg, 2.10 mmol) carefully. The resultant mixture was stirred at 25° C. for 18 h. After HPLC separation, 1-benzyl-3-(quinuclidin-3-yl)urea (283 mg, 55%) was obtained.

Workup

  1. customAfter HPLC separation

Sources & evidence

ORD record
ord-616ccd684ee04c38b54cacc267d19445
Source dataset
uspto-grants-2015_09
Patent number
US09126993B2

Reaction notes

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