Trifluoroacetic acid → HCID 69519759, compound

HRID 1944585Notes

Reaction equation

HRID 1944585 reaction equation
[Cl:1][C:2]1[C:3]([N:40]([S:48]([CH3:51])(=[O:50])=[O:49])[CH2:41][C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][N:43]=2)=[N:4][C:5]([N:30]([CH2:36][CH2:37][O:38][CH3:39])[CH2:31][C@@H:32]2[CH2:34][C@H:33]2[CH3:35])=[CH:6][C:7]=1[C:8]1[O:12][C:11]([C@@:13]([NH:22]C(=O)OC(C)(C)C)([CH3:21])[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[N:10][N:9]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:22][C@:13]([C:11]1[O:12][C:8]([C:7]2[CH:6]=[C:5]([N:30]([CH2:36][CH2:37][O:38][CH3:39])[CH2:31][C@@H:32]3[CH2:34][C@H:33]3[CH3:35])[N:4]=[C:3]([N:40]([CH2:41][C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][N:43]=3)[S:48]([CH3:51])(=[O:50])=[O:49])[C:2]=2[Cl:1])=[N:9][N:10]=1)([CH3:21])[CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86616994HCID 86616994, compound

Product 1

HCID 69519759HCID 69519759, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl (1R)-1-(5-{3-chloro-6-((2-methoxyethyl) {[trans-2-methylcyclopropyl]methyl}amino)-2-[(methylsulfonyl)(pyridin-2-ylmethyl)amino]pyridin-4-yl}-1,3,4-oxadiazol-2-yl)-1-methyl-2-phenylethylcarbamate in CH2Cl2 (1 ml) was added TFA (0.5 ml) and stirred for 30 minutes at rt. Evaporation of the solvent afforded 0.008 g of N-[4-{5-[(1R)-1-amino-1-methyl-2-phenylethyl]-1,3,4-oxadiazol-2-yl}-3-chloro-6-((2-methoxyethyl) {[trans-2-methylcyclopropyl]methyl}amino)pyridin-2-yl]-N-(pyridin-2-ylmethyl)methanesulfonamide. LCMS [M+H]640.2 Exact mass calculated for C31H38ClN7O4S: 640.2468; measured 640.2484

Workup

  1. customEvaporation of the solvent

Sources & evidence

ORD record
ord-c66390ac865544059ffc9f3fa6d50125
Source dataset
uspto-grants-2013_03
Patent number
US08394837B2

Reaction notes

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