Trifluoroacetic acid → Trifluoroacetic acid

HRID 712128Notes

Reaction equation

HRID 712128 reaction equation
[OH:1][C@@H:2]([C:4]1[N:15]([C@H:16]2[CH2:21][CH2:20][C@H:19]([CH2:22][NH:23][C:24](=[O:26])[O-:25])[CH2:18][CH2:17]2)[C:7]2=[C:8]3[S:14][CH:13]=[CH:12][C:9]3=[N:10][CH:11]=[C:6]2[N:5]=1)[CH3:3].[F:27][C:28]([F:33])([F:32])[C:29]([OH:31])=[O:30]>ClCCl>[F:27][C:28]([F:33])([F:32])[C:29]([OH:31])=[O:30].[F:27][C:28]([F:33])([F:32])[C:29]([OH:31])=[O:30].[NH2:23][CH2:22][C@H:19]1[CH2:20][CH2:21][C@H:16]([N:15]2[C:7]3=[C:8]4[S:14][CH:13]=[CH:12][C:9]4=[N:10][CH:11]=[C:6]3[N:5]=[C:4]2[C@H:2]([OH:1])[CH3:3])[CH2:17][CH2:18]1.[C:24]([OH:25])([C:28]([F:33])([F:32])[F:27])=[O:26]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178462246HCID 178462246, compound

Product 2

HCID 6422Trifluoroacetic acidYield 626.4%HCID 178462243HCID 178462243, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[(trans-4-{2-[(1R)-1-Hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]carbamate (0.21 g, 0.49 mmol) was treated with trifluoroacetic acid (0.7 mL, 9 mmol) in dichloromethane (2 mL) at room temperature for 1 h. The mixture was stripped to dryness to give the desired product as TFA salt (0.35 g, 79%). LCMS calculated for C17H23N4OS (M+H)+: m/z=331.1. Found: 331.0.

Sources & evidence

ORD record
ord-33139028f3cc44dc864026358ee416fc
Source dataset
uspto-grants-2015_11
Patent number
US09181271B2

Reaction notes

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