Trifluoroacetic acid → HCID 18376166, compound

HRID 2300530Notes

Reaction equation

HRID 2300530 reaction equation
C([O:5][C:6](=[O:40])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][N:16]([S:29]([C:32]2[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][CH:33]=2)(=[O:31])=[O:30])[CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[S:25][CH:26]=[CH:27][N:28]=3)=[CH:20][CH:19]=2)[CH:10]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:39][O:38][C:35]1[CH:34]=[CH:33][C:32]([S:29]([N:16]([CH2:15][C:11]2[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=2)[O:8][CH2:7][C:6]([OH:40])=[O:5])[CH2:17][C:18]2[CH:19]=[CH:20][C:21]([C:24]3[S:25][CH:26]=[CH:27][N:28]=3)=[CH:22][CH:23]=2)(=[O:30])=[O:31])=[CH:37][CH:36]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 53920686HCID 53920686, compound

Product 1

HCID 18376166HCID 18376166, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (3-{[(4-methoxy-benzenesulfonyl)-(4-thiazol-2-yl-benzyl)-amino]-methyl}-phenoxy)-acetic acid tert-butyl ester of Step A in CH2Cl2 (2mL) at 0° C. was added cold TFA (1 mL) and the reaction was stirred at room temperature for 1 h. The reaction was concentrated using a stream of nitrogen. Additional CH2Cl2 (1 mL) was added and the solution was concentrated using a stream of nitrogen. This procedure was repeated and the residue was dried in vacuo to provide the title compound (24.6 mg). MS 524 (M−1).

Workup

  1. concentrationThe reaction was concentrated
  2. additionAdditional CH2Cl2 (1 mL) was added
  3. concentrationthe solution was concentrated
  4. customthe residue was dried in vacuo

Sources & evidence

ORD record
ord-52aaa06b73584de3a3591229770ef3d5
Source dataset
uspto-grants-2002_12
Patent number
US06498172B1

Reaction notes

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