HCID 55287554, compound → HCID 68809044, compound

HRID 2217891Notes

Reaction equation

HRID 2217891 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:22])[C:8]=2[NH:12][C:13](=[O:21])[CH2:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[N:3]=1.[NH:23]1[CH2:27][CH2:26][C@H:25]([NH:28][CH2:29][CH2:30][C:31]#[N:32])[CH2:24]1>C(N(CC)CC)C>[Cl:22][C:7]1[C:8]([NH:12][C:13](=[O:21])[CH2:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([N:23]1[CH2:27][CH2:26][C@H:25]([NH:28][CH2:29][CH2:30][C:31]#[N:32])[CH2:24]1)[CH:11]=[CH:10]2

Participants

4

Reactant 2

HCID 55287554HCID 55287554, compoundHCID 86012996N-(2,6-Dichloro-5-quinolinyl)-cyclohexaneacetamide

Product 1

HCID 68809044HCID 68809044, compoundYield 47.9%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

N-(2,6-Dichloro-5-quinolinyl)-cyclohexaneacetamide (Example 1 (a)) (0.4 g), 3-[(3S)-3-pyrrolidinylamino]-propanenitrile (Example 87(a)) (0.3 g) and triethylamine (0.6 mL) were heated within a microwave in a sealed 10 mL vial for 60 minutes at 120° C. The volatiles were removed under vacuum and the mixture purified (SiO2, methanol:dichloromethane 1:99 as eluant) to give the sub-titled compound (0.25 g).

Workup

  1. customwere heated within a microwave in a sealed 10 mL vial for 60 minutes at 120° C
  2. customThe volatiles were removed under vacuum
  3. customthe mixture purified (SiO2, methanol:dichloromethane 1:99 as eluant)

Sources & evidence

ORD record
ord-d83bffeb57414a9788076d6452d6f211
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

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