Water → HCID 10064606, compound

HRID 2354927Notes

Reaction equation

HRID 2354927 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[CH:8][C:7]([CH3:11])=[CH:6][CH:5]=2.Cl[C:13]1[O:14][CH:15]=[CH:16][N:17]=1.CN1[C:23](=O)[CH2:22][CH2:21][CH2:20]1.O.CC[O:28][C:29]([CH3:31])=[O:30]>>[O:14]1[C:15]2[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=2[N:17]=[C:13]1[C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH3:11])[CH:8]=2)[N:3]([CH2:31][C:29]([OH:30])=[O:28])[C:2]=1[CH3:1]

Participants

6

Reactant 5

HCID 962WaterHCID 8857Ethyl AcetateHCID 13387N-methyl-2-pyrrolidoneHCID 709652,5-Dimethyl-1H-indoleHCID 133710742-Chloro-1,3-oxazole

Product 1

HCID 10064606HCID 10064606, compound

Procedure

2,5-dimethyl indole (0.3 g), 2-chlorooxazole (0.47 g) and NMP (2 ml) were heated in a microwave at 100 watts for 20 min at 160° C. Water and EtOAc were added and separated, the aqueous phase was re-extracted with EtOAc (×4). The combined organic extracts were dried (MgSO4) and concentrated in vacuo. The precipitate was triturated with EtOAc then recrystallised from methanol to give the title compound (0.19 g).

Workup

  1. customseparated
  2. extractionthe aqueous phase was re-extracted with EtOAc (×4)
  3. dry with materialThe combined organic extracts were dried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customThe precipitate was triturated with EtOAc
  6. customthen recrystallised from methanol

Sources & evidence

ORD record
ord-8187cdde6b2d4eeeb10cfa078d6d33ee
Source dataset
uspto-grants-2010_07
Patent number
US07754735B2

Reaction notes

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