Dichloromethane → HCID 67338170, compound

HRID 74563Notes

Reaction equation

HRID 74563 reaction equation
[CH3:1][C:2]1([CH3:22])[CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5][C:4]2[C:15]([C:18]([F:21])([F:20])[F:19])=[N:16][NH:17][C:3]1=2.FC(F)(F)C(O)=O.C(Cl)[Cl:31]>>[ClH:31].[CH3:1][C:2]1([CH3:22])[CH2:7][NH:6][CH2:5][C:4]2[C:15]([C:18]([F:21])([F:19])[F:20])=[N:16][NH:17][C:3]1=2

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 58386542HCID 58386542, compound

Product 1

HCID 67338170HCID 67338170, compound

Procedure

0.37 g (0.52 mmol) of a mixture of tert. butyl 7,7-dimethyl-3-trifluoromethyl-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridine-5-carboxylate and tert. butyl 4-hydrazone-3,3-dimethyl-5-(2,2,2-trifluoro-acetyl)-piperidine-1-carboxylate in 8.0 mL DCM was combined with 4.0 mL trifluoroacetic acid and stirred for 2 h at RT. Then the reaction mixture was evaporated down, the residue was dissolved in EtOH, mixed with 0.90 mL (1.1 mmol) of a 1.25 molar ethanolic hydrochloric acid and co-evaporated again. The residue was triturated with diethyl ether, suction filtered and dried.

Workup

  1. customThen the reaction mixture was evaporated down
  2. dissolutionthe residue was dissolved in EtOH
  3. additionmixed with 0.90 mL (1.1 mmol) of a 1.25 molar ethanolic hydrochloric acid
  4. customThe residue was triturated with diethyl ether, suction
  5. filtrationfiltered
  6. customdried

Sources & evidence

ORD record
ord-fffc314955dc47dc85a194658b61b3ee
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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