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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 716071Generated: October 31, 2026

Dimethylamine → HCID 86176840, compound

https://huagongshe.com/reaction/716071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantWaterHCID 962—
ReactantHCID 16392506HCID 16392506—
SolventDimethylformamideHCID 6228—
ProductHCID 86176840HCID 8617684023.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a 35 ml seal tube, 3-(2-bromoethyl)thiazolidine-2,4-dione (1.5 g, 0.6.69 mmole) was taken in DMF (1 mL) under N2 atmosphere and dimethyl amine (2M solution in THF) (11 mL, 20.0 mmole) was added. The reaction mixture was heated to 50° C. for 16 hrs. After completion of the reaction, water was added to the reaction mixture and product was extracted with ethyl acetate. The combined organic layer was dried over Na2SO4 and evaporated to get the crude product which was purified using column purification using 60-120 mesh size neutral silica by eluting the compound with 2% MeOH in CH2Cl2 to yield 0.3 g of 3-(2-(dimethylamino)ethyl)thiazolidine-2,4-dione which was converted to 3-(2-(dimethylamino)-ethyl)-5-(4-(7-pivaloyl-5H-pyrrolo[2,3-b]pyrazin-2-ylamino)benzylidene)-thiazolidine-2,4-dione as described in Example 6 above.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187487B2
Source datasetuspto-grants-2015_11
ORD IDord-a65ddb829fd647f0b70da1002462ce52
Source noteuspto-grants-2015_11