Trifluoroacetic acid → (Pyrole-2-carbonyl)-N-(benzyl)glycine

HRID 849918Notes

Reaction equation

C([O:5][C:6](=[O:23])[CH2:7][N:8]([C:16]([C:18]1[NH:19][CH:20]=[CH:21][CH:22]=1)=[O:17])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(C)(C)C.C(O)(C(F)(F)F)=O>ClCCl>[NH:19]1[CH:20]=[CH:21][CH:22]=[C:18]1[C:16]([N:8]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:7][C:6]([OH:23])=[O:5])=[O:17]

Participants

Conditions

Temperature: 0 °C

Procedure

To a solution containing 2.85 g (9.01 mmol) of (Pyrrole-2-carbonyl)-N-(benzyl)glycine-t-butyl ester in 50 mL of anhydrous dichloromethane cooled to 0° C. was added 25 mL of TFA dropwise. After 90 minutes an additional 25 mL of TFA was added and allowed to stir for 30 minutes. The mixture was evaporated in vacuo to afford 2.19 g of (Pyrole-2-carbonyl)-N-(benzyl)glycine as a tan solid. FAB MS [M+H]m/z; Calcd. 259, Found 259.

Workup

customThe mixture was evaporated in vacuo

Sources & evidence

ORD record: ord-bb8c30295a994a42802e5bc22ea2e947
Source dataset: uspto-grants-2000_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06015791

Reaction notes

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