Hydrochloric Acid → HCID 86707530, compound

HRID 339033Notes

Reaction equation

HRID 339033 reaction equation
[F:1][C:2]([F:41])([F:40])[C@H:3]([N:27]1[CH2:31][CH2:30][C@H:29]([NH:32]C(=O)OC(C)(C)C)[CH2:28]1)[C:4]1[CH:5]=[CH:6][C:7]2[N:8]([C:10]([C:13]3[CH:22]=[CH:21][C:20]4[C:15](=[C:16]([O:23][CH2:24][CH2:25][OH:26])[CH:17]=[CH:18][CH:19]=4)[N:14]=3)=[N:11][N:12]=2)[CH:9]=1.[ClH:42]>ClCCl>[ClH:42].[ClH:42].[NH2:32][C@H:29]1[CH2:30][CH2:31][N:27]([C@H:3]([C:4]2[CH:5]=[CH:6][C:7]3[N:8]([C:10]([C:13]4[CH:22]=[CH:21][C:20]5[C:15](=[C:16]([O:23][CH2:24][CH2:25][OH:26])[CH:17]=[CH:18][CH:19]=5)[N:14]=4)=[N:11][N:12]=3)[CH:9]=2)[C:2]([F:40])([F:41])[F:1])[CH2:28]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86707529HCID 86707529, compound

Product 1

HCID 86707530HCID 86707530, compoundYield 228.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl (S)-1-((R)-2,2,2-trifluoro-1-(3-(8-(2-hydroxyethoxy)quinolin-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)ethyl)pyrrolidin-3-ylcarbamate (0.40 g, 0.70 mmol) in dichloromethane (1 mL) was added hydrochloric acid (5-6M in 2-propanol; 7.0 mL, 0.61 mmol). The reaction mixture was stirred at ambient temperature for 30 minutes. The solvent was removed under reduced pressure, and the resulting solid was suspended in acetonitrile (3 mL) and stirred at ambient temperature for 5 minutes. The resulting solid was collected by vacuum filtration to give the title compound (0.38 g, 99%). LCMS APCI (+) m/z 473 (M+H).

Workup

  1. customThe solvent was removed under reduced pressure
  2. stirringstirred at ambient temperature for 5 minutes
  3. filtrationThe resulting solid was collected by vacuum filtration

Sources & evidence

ORD record
ord-21a21750623347d6baa93e8c60101ae9
Source dataset
uspto-grants-2014_11
Patent number
US08889704B2

Reaction notes

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