Cesium carbonate → HCID 11684752, compound

HRID 1172706Notes

Reaction equation

HRID 1172706 reaction equation
[C:1]([O-:4])([O-])=O.[Cs+].[Cs+].[Cl:7][C:8]1[CH:36]=[C:35]([Cl:37])[CH:34]=[CH:33][C:9]=1[C:10]([NH:12][CH2:13][C:14]1([C:26]2[C:31](O)=[CH:30][CH:29]=[CH:28][N:27]=2)[CH2:19][CH2:18][N:17]([S:20]([CH2:23][CH2:24][CH3:25])(=[O:22])=[O:21])[CH2:16][CH2:15]1)=[O:11]>CN(C=O)C.O>[Cl:7][C:8]1[CH:36]=[C:35]([Cl:37])[CH:34]=[CH:33][C:9]=1[C:10]([NH:12][CH2:13][C:14]1([C:26]2[C:31]([O:4][CH3:1])=[CH:30][CH:29]=[CH:28][N:27]=2)[CH2:15][CH2:16][N:17]([S:20]([CH2:23][CH2:24][CH3:25])(=[O:22])=[O:21])[CH2:18][CH2:19]1)=[O:11]

Participants

5

Reactant 2

HCID 10796Cesium carbonateHCID 59550903HCID 59550903, compound

Product 1

HCID 11684752HCID 11684752, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

The [11C]MeI was trapped at 0° C. in a mixture of 2,4-dichloro-N-{[4-(3-hydroxypyridin-2-yl)-1-(propylsulfonyl)piperidin-4-yl]methyl}benzamide (0.25 mg) in DMF (0.2 mL) containing Cs2CO3 (1-2 mg). This mixture was transferred to a vial at 100° C. and heated for five minutes. The reaction was diluted with H2O (0.8 μL) and purified by HPLC (Waters C18 XTerra, 7.8×150 mm, 5 μm, 15 minutes linear gradient 20% MeCN:(95:5:0.1) H2O:MeCN:TFA to 90% MeCN @ 3 mL/min, product elutes at 8.5 minutes). The product fraction was collected in a heated round bottom flask attached to a rotary evaporator, the solvent was removed and the product was transferred to a vial using physiologic saline to give to give 65 mCi of [11C] 2,4-dichloro-N-{[4-(3-methoxypyridin-2-yl)-1-(propylsulfonyl)piperidin-4-yl]methyl}benzamide.

Workup

  1. customvial at 100° C.
  2. temperatureheated for five minutes
  3. custompurified by HPLC (Waters C18 XTerra, 7.8×150 mm, 5 μm, 15 minutes linear gradient 20% MeCN:(95:5:0.1) H2O:MeCN:TFA to 90% MeCN @ 3 mL/min, product elutes at 8.5 minutes)
  4. customThe product fraction was collected in a heated round bottom flask
  5. customattached to a rotary evaporator
  6. customthe solvent was removed
  7. customto give

Sources & evidence

ORD record
ord-b1f2ee2f226e4043aba1579e47428196
Source dataset
uspto-grants-2010_11
Patent number
US07834031B2

Reaction notes

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