L-Lactic Acid → HCID 178473671, compound

HRID 2088367Notes

Reaction equation

HRID 2088367 reaction equation
[CH:1]1([NH:4][C:5]([NH:7][C:8]2[C:9]([C:13]3[NH:17][C:16]4[CH:18]=[CH:19][C:20]([CH2:22][N:23]5[CH2:28][CH2:27][O:26][CH2:25][CH2:24]5)=[CH:21][C:15]=4[N:14]=3)=[N:10][NH:11][CH:12]=2)=[O:6])[CH2:3][CH2:2]1.[C:29]([OH:34])(=[O:33])[C@H:30]([CH3:32])[OH:31]>CCOC(C)=O.CO>[C:29]([OH:34])(=[O:33])[CH:30]([CH3:32])[OH:31].[CH:1]1([NH:4][C:5]([NH:7][C:8]2[C:9]([C:13]3[NH:17][C:16]4[CH:18]=[CH:19][C:20]([CH2:22][N:23]5[CH2:24][CH2:25][O:26][CH2:27][CH2:28]5)=[CH:21][C:15]=4[N:14]=3)=[N:10][NH:11][CH:12]=2)=[O:6])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 107689L-Lactic AcidHCID 178522431HCID 178522431, compound

Product 1

HCID 178473671HCID 178473671, compound

Reagents, catalysts & solvents 1

HCID 21584119Ethylacetate methanolSolvent

Procedure

To a solution of 1-cyclopropyl-3-[3-(5-morpholin-4-ylmethyl-1H-benzoimidazol-2-yl)-1H-pyrazol-4-yl]-urea (0.7 g, 1.83 mmol) in EtOAc-MeOH was added L-lactic acid (166 mg, 1.85mmol). The mixture was stirred at ambient temperature then reduced in vacuo. This solid was purified by recrystallisation from boiling EtOH (20 mL) to give after drying 1-cyclopropyl-3-[3-(5-morpholin-4-ylmethyl-1H-benzoimidazol-2-yl)-1H-pyrazol-4-yl]-urea, L-lactate salt (0.48 g).

Workup

  1. customThis solid was purified by recrystallisation
  2. customto give
  3. dry with materialafter drying 1-cyclopropyl-3-[3-(5-morpholin-4-ylmethyl-1H-benzoimidazol-2-yl)-1H-pyrazol-4-yl]-urea, L-lactate salt (0.48 g)

Sources & evidence

ORD record
ord-d67d340c99024ec3807306fd5c40b6d3
Source dataset
uspto-grants-2013_05
Patent number
US08435970B2

Reaction notes

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