Trifluoroacetic acid methylene chloride → HCID 73007033, compound

HRID 2261125Notes

Reaction equation

HRID 2261125 reaction equation
[O:1]=[C:2]1[NH:6][C:5](=[O:7])[C:4](=[CH:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[N:15]=[CH:14][N:13]=[C:12]3[N:19]2[CH2:30][CH2:29][CH2:28][C@H:20]2[C:21]([O:23]C(C)(C)C)=[O:22])[S:3]1.C(O)(C(F)(F)F)=O.C(Cl)Cl>>[O:1]=[C:2]1[NH:6][C:5](=[O:7])[C:4](=[CH:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[N:15]=[CH:14][N:13]=[C:12]3[N:19]2[CH2:30][CH2:29][CH2:28][CH:20]2[C:21]([OH:23])=[O:22])[S:3]1

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 86600936HCID 86600936, compound

Product 1

HCID 73007033HCID 73007033, compoundYield 81%

Procedure

10 mg of tert-butyl 1-{6-[(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]quinazolin-4-yl}-L-prolinate (example 27) was stirred in a 25% (TFA/DCM) solution for 12 h at rt. The solvents were evaporated under vacuo and expected compound was precipitated with diethyl ether to give pure 1-[6-(2,4-Dioxo-thiazolidin-5-ylidenemethyl)-quinazolin-4-yl]-pyrrolidine-2-carboxylic acid (7 mg, 81%).

Workup

  1. customThe solvents were evaporated under vacuo and expected compound
  2. customwas precipitated with diethyl ether

Sources & evidence

ORD record
ord-cd960de0b3ff45f8afc45abe879cf950
Source dataset
uspto-grants-2010_12
Patent number
US07846925B2

Reaction notes

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