Sodium Bicarbonate → HCID 45110295, compound

HRID 1043399Notes

Reaction equation

HRID 1043399 reaction equation
Cl.[O:2]=[C:3]([N:31]1[CH2:36][CH2:35][N:34]2[C:37]([C:40]([F:43])([F:42])[F:41])=[N:38][N:39]=[C:33]2[CH2:32]1)[CH2:4][CH:5]([NH:16][C:17]([CH:19]1[CH2:23][CH2:22][CH2:21][N:20]1[C:24](=[O:30])[CH:25]([NH2:29])[CH:26]([CH3:28])[CH3:27])=[O:18])[CH2:6][C:7]1[CH:12]=[C:11]([F:13])[C:10]([F:14])=[CH:9][C:8]=1[F:15].C(=O)(O)[O-].[Na+]>O>[O:2]=[C:3]([N:31]1[CH2:36][CH2:35][N:34]2[C:37]([C:40]([F:41])([F:43])[F:42])=[N:38][N:39]=[C:33]2[CH2:32]1)[CH2:4][CH:5]([NH:16][C:17]([CH:19]1[CH2:23][CH2:22][CH2:21][N:20]1[C:24](=[O:30])[CH:25]([NH2:29])[CH:26]([CH3:28])[CH3:27])=[O:18])[CH2:6][C:7]1[CH:12]=[C:11]([F:13])[C:10]([F:14])=[CH:9][C:8]=1[F:15]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 45110294HCID 45110294, compound2×

Product 1

HCID 45110295HCID 45110295, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-(2-Amino-3-methyl-butyryl)-pyrrolidine-2-carboxylic acid [3-oxo-1-(2,4,5-trifluoro-benzyl)-3-(3-trifluoromethyl-5,6-dihydro-8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)-propyl]-amide Hydrochloride (Compound of formula 9) (520 mg, 0.8 mmole) was dissolve in water 95 ml). Then saturated sodium bicarbonate solution (6 ml) was added to this solution till pH become basic (pH˜10) for breaking of Hydrochloride salt. Then compound was extracted with EtoAC (3×75 ml). Organic extracts was dried over Na2SO4 and concentrated under vacuum to yield 1-(2-Amino-3-methyl-butyryl)-pyrrolidine-2-carboxylic acid [3-oxo-1-(2,4,5-trifluoro-benzyl)-3-(3-trifluoromethyl-5,6-dihydro-8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)-propyl]-amide free base (Compound of formula 10). (Yield=480 mg=98%).

Workup

  1. extractionThen compound was extracted with EtoAC (3×75 ml)
  2. dry with materialOrganic extracts was dried over Na2SO4
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-a90014df89e44511b1f5744b4f2a4fab
Source dataset
uspto-grants-2013_10
Patent number
US08563517B2

Reaction notes

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