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

HRID 511311Notes

Reaction equation

HRID 511311 reaction equation
[CH3:1][N:2]1[C:10](=[O:11])[C:9]2[C:4](=[C:5]([C:20]([N:22]3[CH2:26][CH2:25][CH2:24][CH2:23]3)=[O:21])[CH:6]=[CH:7][C:8]=2[NH:12]C(=O)OC(C)(C)C)[CH2:3]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:12][C:8]1[CH:7]=[CH:6][C:5]([C:20]([N:22]2[CH2:23][CH2:24][CH2:25][CH2:26]2)=[O:21])=[C:4]2[C:9]=1[C:10](=[O:11])[N:2]([CH3:1])[CH2:3]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-eac491fedda84dbc88a32c530f8828b7
Source dataset
uspto-grants-2015_08
Patent number
US09096624B2

Reaction notes

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