Hydrochloric Acid → HCID 118060495, compound

HRID 2274796Notes

Reaction equation

HRID 2274796 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]3[CH:12]=[N:13][N:14]([CH:16]4[CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17]4)[CH:15]=3)=[CH:7][NH:8]2)=[CH:4][CH:3]=1.Cl>CO.CCOCC>[NH:18]1[CH2:17][CH:16]([N:14]2[CH:15]=[C:11]([C:6]3[C:5]4[C:9](=[CH:10][C:2]([F:1])=[CH:3][CH:4]=4)[NH:8][CH:7]=3)[CH:12]=[N:13]2)[CH2:19]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 118060634HCID 118060634, compound

Product 1

HCID 118060495HCID 118060495, compoundYield 18%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of tert-butyl 3-(4-(6-fluoro-1H-indol-3-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate (Step 1; 220 mg; 0.62 mmol) in MeOH (10 mL) was added saturated HCl in Et2O (5 mL). The mixture was stirred for 3 h, concentrated, and purified by preparative HPLC to afford 27.8 mg (18%) of the title compound as a white solid.

Workup

  1. concentrationconcentrated
  2. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-df41317bb5a440f5ab834e34eeff4318
Source dataset
uspto-grants-2015_09
Patent number
US09126984B2

Reaction notes

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