Trifluoroacetic acid → 3-[4-(3,4-Dimethyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-2-methyl-phenyl]-propionic Acid

HRID 220923Notes

Reaction equation

HRID 220923 reaction equation
FC(F)(F)C(O)=O.C([O:12][C:13](=[O:41])[CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([N:24]2[CH2:33][C:32]3[CH:31]=[N:30][N:29]([CH3:34])[C:28]=3[N:27]([CH3:35])[C:26]3[CH:36]=[CH:37][CH:38]=[CH:39][C:25]2=3)=[O:23])=[CH:18][C:17]=1[CH3:40])(C)(C)C>ClCCl>[CH3:34][N:29]1[C:28]2[N:27]([CH3:35])[C:26]3[CH:36]=[CH:37][CH:38]=[CH:39][C:25]=3[N:24]([C:22]([C:19]3[CH:20]=[CH:21][C:16]([CH2:15][CH2:14][C:13]([OH:41])=[O:12])=[C:17]([CH3:40])[CH:18]=3)=[O:23])[CH2:33][C:32]=2[CH:31]=[N:30]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 575552233-[4-(3,4-Dimethyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-2-methyl-phenyl]-propionic Acid Tert-butyl Ester

Product 1

HCID 575553673-[4-(3,4-Dimethyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-2-methyl-phenyl]-propionic AcidYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (2 ml) was added to 3-[4-(3,4-dimethyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-2-methyl-phenyl]-propionic acid tert-butyl ester from Example E80.1 (46 mg, 0.10 mmol) in dichloromethane (5 ml). The mixture was stirred for 2 h at room temperature then concentrated in vacuo to yield the title compound (40 mg, 100%).

Workup

  1. concentrationthen concentrated in vacuo

Sources & evidence

ORD record
ord-4f4099dc0f744d47a2c4673c5624412d
Source dataset
uspto-grants-2012_06
Patent number
US08202858B2

Reaction notes

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