Toluene → HCID 178462375, compound

HRID 1946277Notes

Reaction equation

HRID 1946277 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 nmol) in EtOAc-iPrOH (1:1, 90 mL) was added L-lactic acid (2.25 g, 25 nmol). 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-d05df0a27a494fa18b18a1933f615715
Source dataset
uspto-grants-2013_03
Patent number
US08399442B2

Reaction notes

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