Toluene → HCID 178462375, compound

HRID 2088377Notes

Reaction equation

HRID 2088377 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].C1(C)C=CC=CC=1.CCOCC>CCOC(C)=O.CC(O)C>[C:29]([OH:34])(=[O:33])[C@H: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

6

Reactant 4

HCID 1140TolueneHCID 3283Diethyl EtherHCID 107689L-Lactic AcidHCID 178522431HCID 178522431, compound

Product 1

HCID 178462375HCID 178462375, compound

Reagents, catalysts & solvents 1

HCID 22055037Isopropanol ethyl acetateSolvent

Procedure

To a solution of 1-cyclopropyl-3-[3-(5-morpholin-4-ylmethyl-1H-benzoimidazol-2-yl)-1H-pyrazol-4-yl]-urea (9.10 g, 24 mmol) in EtOAc-iPrOH (1:1, 90 mL) was added L-lactic acid (2.25 g, 25 mmol). The mixture was stirred at ambient temperature for 24 h then reduced in vacuo. The residue was given consecutive slurries using toluene (100 mL) and Et2O (100 mL) and the resultant solid collected and dried (8.04 g).

Workup

  1. customthe resultant solid collected
  2. customdried (8.04 g)

Sources & evidence

ORD record
ord-e4526df7720a4f18bca1723e3e2eecd6
Source dataset
uspto-grants-2013_05
Patent number
US08435970B2

Reaction notes

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