Trifluoroacetic acid → HCID 58532553, compound

HRID 2069066Notes

Reaction equation

HRID 2069066 reaction equation
[C:1]([C:5]1[CH:9]=[C:8]([NH:10][C:11](=[O:42])[NH:12][C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]([O:23][CH2:24][C:25]([C:28]3[CH:33]=[CH:32][N:31]=[C:30]([NH:34]C(=O)OC(C)(C)C)[CH:29]=3)([CH3:27])[CH3:26])=[CH:15][CH:14]=2)[N:7]([C:43]2[CH:48]=[CH:47][C:46]([CH3:49])=[CH:45][CH:44]=2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:34][C:30]1[CH:29]=[C:28]([C:25]([CH3:27])([CH3:26])[CH2:24][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:43]4[CH:44]=[CH:45][C:46]([CH3:49])=[CH:47][CH:48]=4)[N:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:9]=3)=[O:42])=[CH:14][CH:15]=2)[CH:33]=[CH:32][N:31]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68313541HCID 68313541, compound

Product 1

HCID 58532553HCID 58532553, compoundYield 103.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of the tert-butyl carbamate (62) (780 mg, 1.18 mmol) in DCM (10 mL) was added TFA (8.0 mL) and the resulting dark green solution stirred at RT for 2 hr. The mixture was evaporated in vacuo and the residue was taken up in MeOH (10 mL) and subjected to SCX capture and release to afford the title compound (Intermediate L) (690 mg, 100%): m/z 563 (M+H)+ (ES+).

Workup

  1. customThe mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-288194fa7d3b4ad7815ded99ba682c59
Source dataset
uspto-grants-2012_10
Patent number
US08299073B2

Reaction notes

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