Hydrochloric Acid → HCID 178488666, compound

HRID 1695251Notes

Reaction equation

HRID 1695251 reaction equation
C(OC([N:8]1[C:12]([NH:13][C:14](=[O:30])[CH:15]([CH3:29])[CH2:16][CH2:17][CH2:18][N:19]2[CH2:25][CH2:24][CH2:23][N:22]([C:26](=[O:28])[CH3:27])[CH2:21][CH2:20]2)=[CH:11][C:10]([C:31]2[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[CH:33][CH:32]=2)=[N:9]1)=O)(C)(C)C.Cl.O1CCOCC1.C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH3:38][O:37][C:34]1[CH:33]=[CH:32][C:31]([C:10]2[CH:11]=[C:12]([NH:13][C:14](=[O:30])[CH:15]([CH3:29])[CH2:16][CH2:17][CH2:18][N:19]3[CH2:25][CH2:24][CH2:23][N:22]([C:26](=[O:28])[CH3:27])[CH2:21][CH2:20]3)[NH:8][N:9]=2)=[CH:36][CH:35]=1

Participants

6

Reactant 4

HCID 313Hydrochloric Acid2×HCID 312751,4-DioxaneHCID 516892Sodium BicarbonateHCID 57523482HCID 57523482, compound

Product 1

HCID 178488666HCID 178488666, compoundYield 82.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-[5-(4-Acetyl-[1,4]diazepan-1-yl)-2-methyl-pentanoylamino]-3-(4-methoxy-phenyl)-pyrazole-1-carboxylic acid tert-butyl ester (181.0 mg, 0.34 mmol, 1.0 eq) was dissolved in DCM (3 mL) and HCl 4.0 M in dioxane (0.16 mL, 0.64 mmol, 1.9 eq) was added at room temperature. After 3 hours another 1.9 eq of HCl was added and the mixture stirred for 3 additional hours. NaHCO3 saturated solution was added and the organic layer collected and dried. Evaporation of solvent gave the title product (120 mg; Yield 82%).

Workup

  1. customthe organic layer collected
  2. customdried
  3. customEvaporation of solvent

Sources & evidence

ORD record
ord-f23c7db272584b8ba813b3fbbc095cfa
Source dataset
uspto-grants-2012_04
Patent number
US08163729B2

Reaction notes

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