Trifluoroacetic acid → HCID 178484028, compound

HRID 967218Notes

Reaction equation

HRID 967218 reaction equation
C(O[C:6]([N:8]([CH2:10][C@H:11]1[CH2:16][CH2:15][C@H:14]([C:17]#[C:18][CH2:19][O:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH2:13][CH2:12]1)C)=O)(C)(C)C.[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28]>C(Cl)Cl>[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28].[CH3:6][NH:8][CH2:10][C@H:11]1[CH2:12][CH2:13][C@H:14]([C:17]#[C:18][CH2:19][O:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH2:15][CH2:16]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178484027HCID 178484027, compound

Product 1

HCID 178484028HCID 178484028, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 12.5 g (corresponds to 28.9 mmol) of crude trans-methanesulfonic acid 3-{4-[(tert-butoxycarbonyl-methyl-amino)-methyl]-cyclohexyl}-prop-2-ynyl ester in 160 ml methylenechloride was treated at 0° C. with 78 ml of trifluoroacetic acid (for 30 minutes). After 15 minutes at this temperature, the reaction was evaporated, redissolved in toluene and evaporated (4×) to give 23.12 g of crude trans-methanesulfonic acid 3-(4-methylaminomethyl-cyclohexyl)-prop-2-ynyl ester trifluoro-acetate as dark brown viscous oil, MS: 260 (MH+).

Workup

  1. customthe reaction was evaporated
  2. dissolutionredissolved in toluene
  3. customevaporated (4×)

Sources & evidence

ORD record
ord-b7d6fc9ee16d4eb5ab2d61f3b9cde511
Source dataset
uspto-grants-2005_10
Patent number
US06953806B2

Reaction notes

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