Trifluoroacetic acid → HCID 58557980, compound

HRID 1969658Notes

Reaction equation

[CH:1]1([S:4]([NH:7][CH2:8][CH:9]2[CH2:13][CH:12]([C:14]([O:16]C(C)(C)C)=[O:15])[CH:11]([CH2:21][CH3:22])[CH2:10]2)(=[O:6])=[O:5])[CH2:3][CH2:2]1.C(O)(C(F)(F)F)=O>>[CH:1]1([S:4]([NH:7][CH2:8][CH:9]2[CH2:13][CH:12]([C:14]([OH:16])=[O:15])[CH:11]([CH2:21][CH3:22])[CH2:10]2)(=[O:6])=[O:5])[CH2:2][CH2:3]1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 58557521HCID 58557521, compound

Product 1

HCID 58557980HCID 58557980, compoundYield 100%

Procedure

tert-Butyl 4-(cyclopropanesulfonamidomethyl)-2-ethylcyclopentanecarboxylate (0.080 g, 0.241 mmol, prepared using K from Preparation #21 and cyclopropylsulfonyl chloride) in TFA (4 mL, 51.9 mmol) was stirred at about 25° C. for about 1 h. The organic solvent was removed under reduced pressure to yield crude 4-(cyclopropanesulfonamidomethyl)-2-ethylcyclopentanecarboxylic acid (0.066 g, 100%): LC/MS (Table 1, Method b) Rt=1.81 min; MS m/z: 276 (M+H)+.

Workup

customThe organic solvent was removed under reduced pressure

Sources & evidence

ORD record: ord-bd4c9269a66d4227ba02f8fec0a40ab6
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08426411B2

Reaction notes

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