Trifluoroacetic acid → 7-amino-2-methyl-4-(pyrrolidin-1-ylcarbonyl)-2,3-dihydro-1H-isoindol-1-one

HRID 1947880Notes

Reaction equation

HRID 1947880 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:16]=[CH:15][C:14]([C:17]([N:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)=[O:18])=[C:13]2[C:9]=1[C:10](=[O:25])[N:11]([CH3:24])[CH2:12]2)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][C:8]1[CH:16]=[CH:15][C:14]([C:17]([N:19]2[CH2:20][CH2:21][CH2:22][CH2:23]2)=[O:18])=[C:13]2[C:9]=1[C:10](=[O:25])[N:11]([CH3:24])[CH2:12]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86654017tert-butyl[2-methyl-3-oxo-7-(pyrrolidin-1-ylcarbonyl)-2,3-dihydro-1H-isoindol-4-yl]carbamate2×

Product 1

HCID 672554307-amino-2-methyl-4-(pyrrolidin-1-ylcarbonyl)-2,3-dihydro-1H-isoindol-1-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To tert-butyl[2-methyl-3-oxo-7-(pyrrolidin-1-ylcarbonyl)-2,3-dihydro-1H-isoindol-4-yl]carbamate (Compound 116B) was added DCM (0.5 mL) and TFA (0.5 mL). The reaction mixture was stirred at room temperature for 30 minutes, after which it was concentrated to dryness an used without further purification. MS (ES+): m/z 260.30 (100) [MH+]; HPLC: tR=0.69 min (UPLC, Analytical).

Workup

  1. concentrationafter which it was concentrated to dryness
  2. customan used without further purification

Sources & evidence

ORD record
ord-e770adebbe004d6d887c74bb3b70d618
Source dataset
uspto-grants-2013_03
Patent number
US08399433B2

Reaction notes

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