Trityl chloride → 2-(1-trityl-2,3-dihydro-1H-imidazo[1,2-b]pyrazol-7-yl)ethylformamide

HRID 349572Notes

Reaction equation

[NH:1]1[C:8]2[N:4]([N:5]=[CH:6][C:7]=2[CH2:9][CH2:10][NH:11][CH:12]=[O:13])[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][NH:11][CH:12]=[O:13])[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

Conditions

Temperature: 60 °C

Procedure

To a solution of 2-(2,3-dihydro-1H-imidazo[1,2-b]pyrazol-7-yl)ethylformamide (1.67 g) in pyridine (15 ml) was added triphenylmethyl chloride (3.1 g) at room temperature. The mixture was stirred at 60° C. for 5.5 hours. The reaction mixture was evaporated under reduced pressure and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with ethyl acetate to give 2-(1-trityl-2,3-dihydro-1H-imidazo[1,2-b]pyrazol-7-yl)ethylformamide (610 mg).

Workup

customThe reaction mixture was evaporated under reduced pressure
extractionextracted with ethyl acetate
dry with materialThe extract was dried over anhydrous magnesium sulfate
filtrationfiltered
concentrationconcentrated in vacuo
customThe residue was purified by column chromatography on silica gel eluting with ethyl acetate

Sources & evidence

ORD record: ord-1cb43d06b49346c0beabe43b727f19a1
Source dataset: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07179801B2

Reaction notes

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