Hydrochloric Acid → HCID 66977453, compound

HRID 77098Notes

Reaction equation

HRID 77098 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([CH:16]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[C:23]([C:28]4[NH:32][C:31]5[CH:33]=[CH:34][CH:35]=[CH:36][C:30]=5[N:29]=4)[CH:22]=3)[CH2:17]2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>CCOCC>[NH:29]1[C:30]2[CH:36]=[CH:35][CH:34]=[CH:33][C:31]=2[N:32]=[C:28]1[C:23]1[CH:22]=[C:21]([N:18]2[CH2:19][CH2:20][CH:16]([C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[O:15])[CH2:17]2)[CH:26]=[CH:25][C:24]=1[Cl:27]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66977626HCID 66977626, compound

Product 1

HCID 66977453HCID 66977453, compoundYield 58.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Method G—Step b To a mixture of 4-{1-[3-(1H-Benzoimidazol-2-yl)-4-chloro-phenyl]-pyrrolidine-3-carbonyl}-piperazine-1-carboxylic acid tert-butyl ester (0.11 g, 0.21 mmol) in dcm (1 mL), 2M HCl in Et2O (4 mL) was added. The mixture was stirred at room temperature overnight, the precipitate obtained was filtered off, and washed with Et2O. The precipitate was then recovered in saturated NaHCO3 solution (3 mL), extracted with dcm (2×3 mL), solvent removed and the crude filtered through an SCX cartridge, to obtain 0.05 g of the title compound (57%).

Workup

  1. additionwas added
  2. customthe precipitate obtained
  3. filtrationwas filtered off
  4. washwashed with Et2O
  5. customThe precipitate was then recovered in saturated NaHCO3 solution (3 mL)
  6. extractionextracted with dcm (2×3 mL), solvent
  7. customremoved
  8. filtrationthe crude filtered through an SCX cartridge

Sources & evidence

ORD record
ord-2a0f98412862442fbfc0854041ee8fb7
Source dataset
uspto-grants-2014_09
Patent number
US08835648B2

Reaction notes

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