Water → HCID 11773754, compound

HRID 899188Notes

Reaction equation

HRID 899188 reaction equation
[CH2:1]([N:3]=[C:4]=[O:5])[CH3:2].C(N(CC)CC)C.Cl.Cl.[NH2:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:27]=[CH:26][C:25]([NH:28][C:29]([C@@H:31]3[CH:36]4[CH2:37][CH2:38][N:33]([CH2:34][CH2:35]4)[CH2:32]3)=[O:30])=[CH:24][CH:23]=2)=[CH:18][CH:17]=1.O>CN(C=O)C>[CH2:1]([NH:3][C:4]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:23]=[CH:24][C:25]([NH:28][C:29]([C@@H:31]3[CH:36]4[CH2:35][CH2:34][N:33]([CH2:38][CH2:37]4)[CH2:32]3)=[O:30])=[CH:26][CH:27]=2)=[CH:18][CH:17]=1)=[O:5])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 67427707(3R)-N-(4'-Aminobiphenyl-4-yl)quinuclidine-3-carboxamide dihydrochloride

Product 1

HCID 11773754HCID 11773754, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

21.6 mg (0.30 mmol) of ethyl isocyanate and 84.8 μl (0.61 mmol) of triethylamine are added to a solution of 60 mg (0.15 mmol) of ((3R)-N-(4′-aminobiphenyl-4-yl)quinuclidine-3-carboxamide dihydrochloride (Example 7A) in 0.5 ml of DMF. After 18 h at room temperature, 5 ml of water are added to the reaction mixture. The resulting precipitate is filtered off with suction, washed with water and dried under high vacuum. 57 mg (88.0% of theory) of the title compound are obtained.

Workup

  1. filtrationThe resulting precipitate is filtered off with suction
  2. washwashed with water
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-575b42d6cb71493897fc37862e6934c4
Source dataset
uspto-grants-2008_04
Patent number
US07354930B2

Reaction notes

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