Trityl chloride → HCID 17961983, compound

HRID 349575Notes

Reaction equation

HRID 349575 reaction equation
[NH:1]1[C:8]2[N:4]([N:5]=[CH:6][C:7]=2[CH2:9][CH2:10][C:11]([NH2:13])=[O:12])[CH2:3][CH2:2]1.[C:14]1([C:20](Cl)([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>N1C=CC=CC=1>[C:20]([N:1]1[C:8]2[N:4]([N:5]=[CH:6][C:7]=2[CH2:9][CH2:10][C:11]([NH2:13])=[O:12])[CH2:3][CH2:2]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 6456Trityl chlorideHCID 135732766HCID 135732766, compound

Product 1

HCID 17961983HCID 17961983, compoundYield 79.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 3-(2,3-dihydro-1H-imidazo[1,2-b]pyrazol-7-yl)propanamide (6 g) in pyridine (60 ml) was added triphenylmethyl chloride (11.1 g) at room temperature. The mixture was stirred at 60° C. for 17 hours. The reaction mixture was evaporated under reduced pressure and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, filtered, and evaporated in vacuo. The residue was triturated with diisopropyl ether and dried in vacuo to give 3-(1-trityl-2,3-dihydro-1H-imidazo[1,2-b]pyrazol-7-yl)propanamide (11.2 g).

Workup

  1. customThe reaction mixture was evaporated under reduced pressure
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customThe residue was triturated with diisopropyl ether
  7. customdried in vacuo

Sources & evidence

ORD record
ord-2837bcdbf34b4e4ba3f549636980a30f
Source dataset
uspto-grants-2007_02
Patent number
US07179801B2

Reaction notes

Loading…