Trifluoroacetic acid → (8-Methyl-2,7-dioxo-5,6,7,8-tetrahydro-4H-imidazo[1,5,4-fg][1,6]-benzodiazocin-1(2H)-yl)acetic acid

HRID 1696366Notes

Reaction equation

HRID 1696366 reaction equation
[CH3:1][CH:2]1[N:9]2[CH:10]=[N:11][C:12]3[CH:13]([CH2:17][C:18]([O:20]C(C)(C)C)=[O:19])[C:14](=[O:16])[CH:15]=[C:7]([C:8]=32)[NH:6][CH2:5][CH2:4][C:3]1=[O:25].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][CH:2]1[N:9]2[CH:10]=[N:11][C:12]3[CH:13]([CH2:17][C:18]([OH:20])=[O:19])[C:14](=[O:16])[CH:15]=[C:7]([C:8]=32)[NH:6][CH2:5][CH2:4][C:3]1=[O:25]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86622845tert-Butyl (8-methyl-2,7-dioxo-5,6,7,8-tetrahydro-4H-imidazo[1,5,4-fg][1,6]-benzodiazocin-1(2H)-yl)acetate

Product 1

HCID 66636442(8-Methyl-2,7-dioxo-5,6,7,8-tetrahydro-4H-imidazo[1,5,4-fg][1,6]-benzodiazocin-1(2H)-yl)acetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl (8-methyl-2,7-dioxo-5,6,7,8-tetrahydro-4,1-imidazo[1,5,4-fg][1,6]benzodiazocin-1(2H)-yl)acetate from Step A (45 mg, 0.13 mmol) in CH2Cl2 (6 mL) was added TFA (2 mL). After 2 h, the mixture was concentrated under reduced pressure to give the title compound. MS: m/z=290 (M+1).

Workup

  1. concentrationthe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-220990bbc37943bc8cbefa7462edcbd6
Source dataset
uspto-grants-2012_04
Patent number
US08163752B2

Reaction notes

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