Trifluoroacetic acid → HCID 58532554, compound

HRID 2069056Notes

Reaction equation

HRID 2069056 reaction equation
[C:1]([C:5]1[CH:9]=[C:8]([NH:10][C:11](=[O:41])[NH:12][C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]([O:23][CH:24]([CH3:40])[CH2:25][C:26]3[CH:31]=[CH:30][N:29]=[C:28]([NH:32]C(=O)OC(C)(C)C)[CH:27]=3)=[CH:15][CH:14]=2)[N:7]([C:42]2[CH:47]=[CH:46][C:45]([CH3:48])=[CH:44][CH:43]=2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:32][C:28]1[CH:27]=[C:26]([CH2:25][CH:24]([O:23][C:16]2[C:17]3[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:13]([NH:12][C:11]([NH:10][C:8]3[N:7]([C:42]4[CH:47]=[CH:46][C:45]([CH3:48])=[CH:44][CH:43]=4)[N:6]=[C:5]([C:1]([CH3:2])([CH3:4])[CH3:3])[CH:9]=3)=[O:41])=[CH:14][CH:15]=2)[CH3:40])[CH:31]=[CH:30][N:29]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58532566HCID 58532566, compound

Product 1

HCID 58532554HCID 58532554, compoundYield 103.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of the tert-butyl carbamate (50) (158 mg, 0.244 mmol) in DCM (4 mL) at 0° C. under nitrogen was added TFA (2 mL). After 5 min the reaction mixture was warmed to RT and stirred for a further 2 hr. The mixture was evaporated in vacuo and the residue was subjected to SCX capture and release to afford the title compound (Intermediate J) (138 mg, >100%): m/z 549 (M+H)+ (ES+).

Workup

  1. customThe mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-6ea215a5441a45309e20209cc2ba1df7
Source dataset
uspto-grants-2012_10
Patent number
US08299073B2

Reaction notes

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