Trifluoroacetic acid → 3-{3-[1-(4-Amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}propanoic acid trifluoroacetate

HRID 1499836Notes

Reaction equation

HRID 1499836 reaction equation
[C:1]([OH:7])([C:3]([F:6])([F:5])[F:4])=[O:2].[NH2:8][C:9]1[N:14]=[CH:13][N:12]=[C:11]2[N:15]([CH:19]([C:21]3[C:22]([O:38][CH3:39])=[C:23]([CH2:29][CH2:30][C:31]([O:33]C(C)(C)C)=[O:32])[C:24]([CH3:28])=[C:25]([Cl:27])[CH:26]=3)[CH3:20])[N:16]=[C:17]([CH3:18])[C:10]=12>C(Cl)Cl>[F:4][C:3]([F:6])([F:5])[C:1]([OH:7])=[O:2].[NH2:8][C:9]1[N:14]=[CH:13][N:12]=[C:11]2[N:15]([CH:19]([C:21]3[C:22]([O:38][CH3:39])=[C:23]([CH2:29][CH2:30][C:31]([OH:33])=[O:32])[C:24]([CH3:28])=[C:25]([Cl:27])[CH:26]=3)[CH3:20])[N:16]=[C:17]([CH3:18])[C:10]=12

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86677756tert-Butyl 3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}propanoate

Product 1

HCID 866777573-{3-[1-(4-Amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}propanoic acid trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (0.3 mL, 4 mmol) was added to a solution of tert-butyl 3-{3-[1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl]-5-chloro-2-methoxy-6-methylphenyl}propanoate (35 mg, 0.076 mmol) in methylene chloride (0.2 mL) and the mixture was stirred at room temperature for 2 h. The solvent was removed and the product was used in the next step without further purification. LCMS calculated for C19H23ClN5O3 (M+H)+: m/z=404.1; Found: 404.0

Workup

  1. customThe solvent was removed
  2. customthe product was used in the next step without further purification

Sources & evidence

ORD record
ord-1f6bfc1a4e174b93bd02f4af95f4fe47
Source dataset
uspto-grants-2015_12
Patent number
US09199982B2

Reaction notes

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