Hydrochloric Acid → HCID 71599937, compound

HRID 2167784Notes

Reaction equation

HRID 2167784 reaction equation
Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([F:9])=[CH:5][C:4]=1[C@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15]1[CH:20]=[CH:19][N:18]2[N:21]=[CH:22][C:23]([C:24]([N:26]3[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH:28]([CH2:39][OH:40])[CH2:27]3)=[O:25])=[C:17]2[CH:16]=1>O1CCOCC1>[F:2][C:3]1[CH:8]=[CH:7][C:6]([F:9])=[CH:5][C:4]=1[C@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15]1[CH:20]=[CH:19][N:18]2[N:21]=[CH:22][C:23]([C:24]([N:26]3[CH2:31][CH2:30][NH:29][CH:28]([CH2:39][OH:40])[CH2:27]3)=[O:25])=[C:17]2[CH:16]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 89618712HCID 89618712, compound

Product 1

HCID 71599937HCID 71599937, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4M HCl solution (in Dioxane) (5 mL) was added to a stirred solution of tert-butyl 4-(5-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carbonyl)-2-(hydroxyl methyl)piperazine-1-carboxylate (150 mg, 0.276 mmol) in Dioxane (2 mL) and stirring was continued at 20-35° C. for 4 h. After which the reaction mixture was concentrated under reduced pressure to afford the crude product. The crude product was purified by Preparative HPLC [Column:LUNA-C18-250*21.2 mm, Mobile phase-A: 0.1% TFA in water, B: ACN, Gradient (Time/% B): 0/30, 2/30, 10/60 and Flow rate:20 mL/min] 110 mg of the title compound.

Workup

  1. concentrationAfter which the reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b090e41b6d024f08b0de24d86d8ee43f
Source dataset
uspto-grants-2015_06
Patent number
US09045479B2

Reaction notes

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