Trifluoroacetic acid → (2S)-3,3-dimethyl-2-({4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzoyl}amino)butanoic acid

HRID 1099083Notes

Reaction equation

HRID 1099083 reaction equation
C([O:5][C:6](=[O:43])[C@@H:7]([NH:12][C:13](=[O:42])[C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:21]=[N:22][C:23]3[N:24]([C:26]([C:29]4([C:32]5[CH:33]=[C:34]6[C:39](=[CH:40][CH:41]=5)[N:38]=[CH:37][CH:36]=[CH:35]6)[CH2:31][CH2:30]4)=[N:27][N:28]=3)[N:25]=2)=[CH:16][CH:15]=1)[C:8]([CH3:11])([CH3:10])[CH3:9])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:9][C:8]([CH3:11])([CH3:10])[C@H:7]([NH:12][C:13](=[O:42])[C:14]1[CH:15]=[CH:16][C:17]([C:20]2[CH:21]=[N:22][C:23]3[N:24]([C:26]([C:29]4([C:32]5[CH:33]=[C:34]6[C:39](=[CH:40][CH:41]=5)[N:38]=[CH:37][CH:36]=[CH:35]6)[CH2:30][CH2:31]4)=[N:27][N:28]=3)[N:25]=2)=[CH:18][CH:19]=1)[C:6]([OH:43])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59216337Tert-butyl-(2S)-3,3-dimethyl-2-({4-[3-(1-quinolin-6-ylcyclopropyl)-[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzoyl}amino)butanoate

Product 1

HCID 59216331(2S)-3,3-dimethyl-2-({4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzoyl}amino)butanoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Tert-butyl-(2S)-3,3-dimethyl-2-({4-[3-(1-quino lin-6-ylcyclopropyl)-[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzoyl}amino)butanoate was dissolved in methylene chloride (0.7 ml). To the solution was added TFA (0.7 ml). The mixture was stirred for 1.5 h. The volatiles were removed under reduced pressure to yield the desired product. Analytical LCMS: (M+H)+=522.2.

Workup

  1. customThe volatiles were removed under reduced pressure

Sources & evidence

ORD record
ord-158341edab89459584f363838bbb1305
Source dataset
uspto-grants-2012_03
Patent number
US08143251B2

Reaction notes

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