Trifluoroacetic acid → HCID 9894800, compound

HRID 854255Notes

Reaction equation

HRID 854255 reaction equation
C(O)(C(F)(F)F)=O.C([O:12][C:13](=[O:53])[C@@H:14]([NH:39][S:40]([C:43]1[C:52]2[C:47](=[CH:48][CH:49]=[CH:50][CH:51]=2)[CH:46]=[CH:45][CH:44]=1)(=[O:42])=[O:41])[CH2:15][NH:16][C:17]1[C:18]2[CH:26]=[CH:25][N:24]([CH2:27][CH2:28][CH2:29][C:30](=[O:38])[NH:31][C:32]3[NH:33][CH2:34][CH2:35][CH2:36][N:37]=3)[C:19]=2[N:20]=[C:21]([CH3:23])[N:22]=1)(C)(C)C>C(Cl)Cl>[CH3:23][C:21]1[N:22]=[C:17]([NH:16][CH2:15][C@H:14]([NH:39][S:40]([C:43]2[C:52]3[C:47](=[CH:48][CH:49]=[CH:50][CH:51]=3)[CH:46]=[CH:45][CH:44]=2)(=[O:41])=[O:42])[C:13]([OH:53])=[O:12])[C:18]2[CH:26]=[CH:25][N:24]([CH2:27][CH2:28][CH2:29][C:30](=[O:38])[NH:31][C:32]3[NH:33][CH2:34][CH2:35][CH2:36][N:37]=3)[C:19]=2[N:20]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69032682HCID 69032682, compound

Product 1

HCID 9894800HCID 9894800, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.5 ml of TFA were added to a solution of 75 mg of (2S)-3-(2-methyl-7-[3-(1,4,5,6-tetrahydro-pyrimidin-2-ylcarbamoyl)-propyl]-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-2-(naphthalene-1-sulfonylamino)-propionic acid tert-butyl ester (example 3c) in 5 ml of DCM and stirred for 2 h at room temperature. Solvent and TFA were removed in vacuo, the residue was lyophilized from AcOH/H2O (1:1). Yield: 84 mg.

Workup

  1. customSolvent and TFA were removed in vacuo

Sources & evidence

ORD record
ord-0a2dc6a428d34c1f91bc8e2ec1b7e867
Source dataset
uspto-grants-2007_08
Patent number
US07259159B2

Reaction notes

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