Cesium carbonate → HCID 58097231, compound

HRID 1913507Notes

Reaction equation

HRID 1913507 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[C:11]([CH2:13][S:14][C:15]3[N:20]=[C:19]([N:21]([CH3:27])[CH2:22][C:23]([O:25][CH3:26])=[O:24])[C:18]([C:28]#[N:29])=[C:17]([N:30]4[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]4)[C:16]=3[C:36]#[N:37])[N:12]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[NH2:29][C:28]1[C:18]2[C:19](=[N:20][C:15]([S:14][CH2:13][C:11]3[N:12]=[C:8]([C:5]4[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=4)[S:9][CH:10]=3)=[C:16]([C:36]#[N:37])[C:17]=2[N:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)[N:21]([CH3:27])[C:22]=1[C:23]([O:25][CH3:26])=[O:24]

Participants

4

Reactant 2

HCID 10796Cesium carbonateHCID 66671863Methyl N-[6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-3,5-dicyano-4-piperidin-1-ylpyridin-2-yl]-N-methylglycinate

Product 1

HCID 58097231HCID 58097231, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

80 mg (0.15 mmol) of the compound from Example 47A were initially charged in 3 ml of acetonitrile, and 189 mg (0.58 mmol) of cesium carbonate were added. The mixture was stirred at 50° C. for 4 h. After cooling, the mixture was filtered and the filtrate was freed from the solvent on a rotary evaporator. The residue was dried under reduced pressure.

Workup

  1. temperatureAfter cooling
  2. filtrationthe mixture was filtered
  3. customthe filtrate was freed from the solvent on a rotary evaporator
  4. customThe residue was dried under reduced pressure

Sources & evidence

ORD record
ord-5a37488f0a86402695274137d2550a9c
Source dataset
uspto-grants-2013_12
Patent number
US08609686B2

Reaction notes

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