Hydrochloric Acid → HCID 86673374, compound

HRID 535808Notes

Reaction equation

HRID 535808 reaction equation
[CH2:1]([O:8][C:9]1[C:14]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=2)=[CH:13][C:12]([C@@H:25]2[CH2:27][C@H:26]2[NH:28][CH2:29][CH2:30][N:31]2[CH2:35][CH2:34][C@@H:33]([NH:36]C(=O)OC(C)(C)C)[CH2:32]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:44]>O1CCOCC1>[ClH:44].[ClH:44].[CH2:1]([O:8][C:9]1[C:14]([C:15]2[CH:16]=[CH:17][C:18]([C:21]([F:23])([F:24])[F:22])=[CH:19][CH:20]=2)=[CH:13][C:12]([C@@H:25]2[CH2:27][C@H:26]2[NH:28][CH2:29][CH2:30][N:31]2[CH2:35][CH2:34][C@@H:33]([NH2:36])[CH2:32]2)=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86673373HCID 86673373, compound

Product 1

HCID 86673374HCID 86673374, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a cooled solution of tert-butyl(R)-1-(2-((trans)-2-(6-(benzyloxy)-4′-(trifluoromethyl)biphenyl-3-yl)cyclopropylamino)ethyl)pyrrolidin-3-ylcarbamate (400 mg, 0.67 mmol) in dioxane (8 mL) at 0° C., HCl in 1,4dioxane (4 mL) was added and stirred for 16 h at RT. The progress of the reaction was monitored by TLC. After completion, the solvent was evaporated, residue was triturated with Et2O to get (R)-1-(2-((trans)-2-(6-(benzyloxy)-4′-(trifluoromethyl)biphenyl-3-yl)cyclopropylamino)ethyl)pyrrolidin-3-amine dihydrochloride (380 mg, 95%) as a white solid.

Workup

  1. customAfter completion, the solvent was evaporated
  2. customresidue was triturated with Et2O

Sources & evidence

ORD record
ord-7554985027314ee3ae04f7e885c08c39
Source dataset
uspto-grants-2014_10
Patent number
US08859555B2

Reaction notes

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