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

HRID 1696364Notes

Reaction equation

HRID 1696364 reaction equation
[O:1]=[C:2]1[CH:16]([CH2:17][C:18]([O:20]C(C)(C)C)=[O:19])[C:15]2[N:14]=[CH:13][N:6]3[CH2:7][C:8](=[O:12])[CH2:9][CH2:10][NH:11][C:4]([C:5]=23)=[CH:3]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[O:1]=[C:2]1[CH:16]([CH2:17][C:18]([OH:20])=[O:19])[C:15]2[N:14]=[CH:13][N:6]3[CH2:7][C:8](=[O:12])[CH2:9][CH2:10][NH:11][C:4]([C:5]=23)=[CH:3]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86622844tert-butyl (2,7-dioxo-5,6,7,8-tetrahydro-4H-imidazo[1,5,4-fg][1,6]benzodiazocin-1(2H)-yl)acetate

Product 1

HCID 66636376(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 (2,7-dioxo-5,6,7,8-tetrahydro-4H-imidazo[1,5,4-fg][1,6]benzodiazocin-1(2H)-yl)acetate from Step D (15 mg, 0.045 mmol) in CH2Cl2 (3 mL) was added TFA (1 mL). After 2 h, the mixture was concentrated under reduced pressure to give the title compound. MS: m/z=276 (M+1).

Workup

  1. concentrationthe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e6d95a0219a9487fa5d34ee7d107ac17
Source dataset
uspto-grants-2012_04
Patent number
US08163752B2

Reaction notes

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