Trifluoroacetic acid → Trifluoroacetic acid

HRID 20151Notes

Reaction equation

HRID 20151 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C@H:9]1[CH2:15][N:14]([CH2:16][C:17]([OH:20])([CH3:19])[CH3:18])[C:13](=[O:21])[C@H:12]([N:22](C(OC(C)(C)C)=O)C(OC(C)(C)C)=O)[CH2:11][CH2:10]1.[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40]>C(Cl)Cl>[NH2:22][C@@H:12]1[CH2:11][CH2:10][C@@H:9]([C:3]2[CH:4]=[CH:5][CH:6]=[C:7]([F:8])[C:2]=2[F:1])[CH2:15][N:14]([CH2:16][C:17]([OH:20])([CH3:18])[CH3:19])[C:13]1=[O:21].[C:39]([OH:41])([C:38]([F:43])([F:42])[F:37])=[O:40]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21114341Di-tert-butyl [(3R,6S)-6-(2,3-difluorophenyl)-1-(2-hydroxy-2-methylpropyl)-2-oxoazepan-3-yl]imidodicarbonate

Product 2

HCID 6422Trifluoroacetic acidHCID 60037871(3R,6S)-3-Amino-6-(2,3-difluorophenyl)-1-(2-hydroxy-2-methylpropyl)azepan-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of di-tert-butyl [(3R,6S)-6-(2,3-difluorophenyl)-1-(2-hydroxy-2-methylpropyl)-2-oxoazepan-3-yl]imidodicarbonate (0.095 g, 0.185 mmol) in DCM (10 mL) was treated with trifluoroacetic acid (3 mL). After 1 h the reaction was concentrated to dryness to afford the title compound as a TFA salt. MS 313.2 (M+1).

Workup

  1. concentrationAfter 1 h the reaction was concentrated to dryness

Sources & evidence

ORD record
ord-ca66f112058c47c1876a26c4021a5df2
Source dataset
uspto-grants-2010_06
Patent number
US07745427B2

Reaction notes

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