Trifluoroacetic acid → (S)-1-(2-{4-[5-(2,5-difluorophenoxy)-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl]-2,6-dimethylphenoxy}acetyl)pyrrolidine-2-carboxylic acid

HRID 81506Notes

Reaction equation

HRID 81506 reaction equation
[F:1][C:2]1[CH:45]=[CH:44][C:43]([F:46])=[CH:42][C:3]=1[O:4][C:5]1[N:6]=[C:7]([O:38][CH2:39][CH2:40][CH3:41])[C:8]2[N:13]=[C:12]([C:14]3[CH:35]=[C:34]([CH3:36])[C:17]([O:18][CH2:19][C:20]([N:22]4[CH2:26][CH2:25][CH2:24][C@H:23]4[C:27]([O:29]C(C)(C)C)=[O:28])=[O:21])=[C:16]([CH3:37])[CH:15]=3)[O:11][C:9]=2[N:10]=1.FC(F)(F)C(O)=O>ClCCl>[F:1][C:2]1[CH:45]=[CH:44][C:43]([F:46])=[CH:42][C:3]=1[O:4][C:5]1[N:6]=[C:7]([O:38][CH2:39][CH2:40][CH3:41])[C:8]2[N:13]=[C:12]([C:14]3[CH:35]=[C:34]([CH3:36])[C:17]([O:18][CH2:19][C:20]([N:22]4[CH2:26][CH2:25][CH2:24][C@H:23]4[C:27]([OH:29])=[O:28])=[O:21])=[C:16]([CH3:37])[CH:15]=3)[O:11][C:9]=2[N:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86688233tert-Butyl(S)-1-(2-{4-[5-(2,5-difluorophenoxy)-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl]-2,6-dimethylphenoxy}acetyl)pyrrolidine-2-carboxylate

Product 1

HCID 53311961(S)-1-(2-{4-[5-(2,5-difluorophenoxy)-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl]-2,6-dimethylphenoxy}acetyl)pyrrolidine-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

59 mg of tert-butyl(S)-1-(2-{4-[5-(2,5-difluorophenoxy)-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl]-2,6-dimethylphenoxy}acetyl)pyrrolidine-2-carboxylate were dissolved in 1.2 ml of dichloromethane, and 0.5 ml of trifluoroacetic acid was added. After 16 h at room temperature, the mixture was concentrated under reduced pressure and freeze-dried. This gave 53 mg of the title compound.

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customfreeze-dried

Sources & evidence

ORD record
ord-da6002ff44434dd6b48c3c07d9258a0f
Source dataset
uspto-grants-2014_09
Patent number
US08846691B2

Reaction notes

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