HCID 59369787, compound → HCID 59249363, compound

HRID 1807122Notes

Reaction equation

HRID 1807122 reaction equation
[Cl:1][C:2]1[C:3]([F:49])=[C:4]([C@@H:8]2[C@:12]([C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=3[F:22])([C:13]#[N:14])[C@H:11]([CH2:23][C:24]([CH3:27])([CH3:26])[CH3:25])[NH:10][C@H:9]2[C:28]([N:30]2[CH2:35][CH2:34][N:33]([CH2:36][C:37]([NH:39][CH2:40][CH2:41][C@H:42]3[CH2:46][O:45]C(C)(C)[O:43]3)=[O:38])[CH2:32][CH2:31]2)=[O:29])[CH:5]=[CH:6][CH:7]=1>O1CCOCC1.Cl>[Cl:1][C:2]1[C:3]([F:49])=[C:4]([C@@H:8]2[C@:12]([C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=3[F:22])([C:13]#[N:14])[C@H:11]([CH2:23][C:24]([CH3:25])([CH3:26])[CH3:27])[NH:10][C@H:9]2[C:28]([N:30]2[CH2:35][CH2:34][N:33]([CH2:36][C:37]([NH:39][CH2:40][CH2:41][C@H:42]([OH:43])[CH2:46][OH:45])=[O:38])[CH2:32][CH2:31]2)=[O:29])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 59369787HCID 59369787, compound

Product 1

HCID 59249363HCID 59249363, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

To a stirred solution of rac 2-{4-[(2R,3S,4R,5S)-3-(3-Chloro-2-fluoro-phenyl)-4-(4-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carbonyl]-piperazin-1-yl}-N-[2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-acetamide (32 mg, 0.0445 mmol) in 1,4-dioxane (5 mL), 4 M HCl (2 mL) was added and the mixture was stirred at rt for 4 hrs. The mixture was concentrated and the residue was dissolved in a mixture of 1,4-dioxane and freeze dried to give a white solid. 31 mg.

Workup

  1. concentrationThe mixture was concentrated
  2. dissolutionthe residue was dissolved in a mixture of 1,4-dioxane and freeze
  3. customdried
  4. customto give a white solid

Sources & evidence

ORD record
ord-f62057f392064b01958e6ae7cda17814
Source dataset
uspto-grants-2013_01
Patent number
US08354444B2

Reaction notes

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