Trifluoroacetic acid → Trifluoroacetic acid

HRID 1751608Notes

Reaction equation

HRID 1751608 reaction equation
[CH3:1][O:2][C:3](=[O:55])[NH:4][C@@H:5]([CH:52]([CH3:54])[CH3:53])[C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]1[NH:17][C:16]2[C:18]3[C:23]([CH:24]=[CH:25][C:15]=2[N:14]=1)=[CH:22][C:21]([C:26]1[CH:35]=[CH:34][C:33]2[C:28](=[CH:29][CH:30]=[C:31]([NH:44]C(OC(C)(C)C)=O)[C:32]=2[NH:36]C(OC(C)(C)C)=O)[CH:27]=1)=[CH:20][CH:19]=3)=[O:7].[C:56]([OH:62])([C:58]([F:61])([F:60])[F:59])=[O:57]>ClCCl>[NH2:36][C:32]1[C:31]([NH2:44])=[CH:30][CH:29]=[C:28]2[C:33]=1[CH:34]=[CH:35][C:26]([C:21]1[CH:22]=[C:23]3[C:18](=[CH:19][CH:20]=1)[C:16]1[NH:17][C:13]([C@@H:9]4[CH2:10][CH2:11][CH2:12][N:8]4[C:6](=[O:7])[C@@H:5]([NH:4][C:3](=[O:55])[O:2][CH3:1])[CH:52]([CH3:54])[CH3:53])=[N:14][C:15]=1[CH:25]=[CH:24]3)=[CH:27]2.[C:56]([OH:62])([C:58]([F:61])([F:60])[F:59])=[O:57]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178502329HCID 178502329, compound

Product 2

HCID 6422Trifluoroacetic acidHCID 178502327HCID 178502327, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To (S)-1-((S)-2-(7-(5,6-bis(tert-butoxycarbonylamino)naphthalen-2-yl)-1H-naphtho[1,2-d]imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamic acid methyl ester (165 mg, 0.22 mmol) in dichloromethane (2.2 mL) was added TFA (0.5 mL) and the reaction mixture stirred for 2 hours. The solvent was removed under reduced pressure to provide title compound as TFA salts.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-3917583975074bc2a3dd2093f69bf854
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

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