Dichloromethane methanol → HCID 90295505, compound

HRID 1050201Notes

Reaction equation

HRID 1050201 reaction equation
[O:1]=[C:2]1[N:6]2[C:7]3[CH:14]=[CH:13][C:12]([N:15]4[CH2:20][CH2:19][O:18][CH2:17][C:16]4=[O:21])=[CH:11][C:8]=3[O:9][CH2:10][C@H:5]2[C@H:4]([CH2:22][N:23]2C(=O)C3C(=CC=CC=3)C2=O)[O:3]1.C(Cl)Cl.CO>C(O)C>[NH2:23][CH2:22][C@H:4]1[C@H:5]2[N:6]([C:7]3[CH:14]=[CH:13][C:12]([N:15]4[CH2:20][CH2:19][O:18][CH2:17][C:16]4=[O:21])=[CH:11][C:8]=3[O:9][CH2:10]2)[C:2](=[O:1])[O:3]1

Participants

4

Reactant 2

HCID 21226129Dichloromethane methanolHCID 90295830HCID 90295830, compound2×

Product 1

HCID 90295505HCID 90295505, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
78 °C

Procedure

Compound 2-(((3S,3aS)-1-oxo-7-(3-oxomorpholin-4-yl)-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl)methyl)isoindolin-1,3-dione (3.71 g, 8.263 mmol) prepared as above in (d) was partly dissolved in 50 ml of ethanol. 60 ml of methylamine alcohol solution was added and the mixture was allowed to react under reflux at 78° C. for 3 h. TLC (DCM/MeOH=10/1) was employed to monitor the reaction. After the reaction completed, the solvent was evaporated, and the remainder was directly subjected to the next step of reaction.

Workup

  1. customto react
  2. customthe reaction
  3. customthe solvent was evaporated
  4. customthe remainder was directly subjected to the next step of reaction

Sources & evidence

ORD record
ord-a47e5e9d40f44f5db54f10fca17c3cab
Source dataset
uspto-grants-2016_07
Patent number
US09382265B2

Reaction notes

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