Morpholine → HCID 10152412, compound

HRID 1244712Notes

Reaction equation

HRID 1244712 reaction equation
[Cl:1][C:2]1[S:9][C:8]2[CH:7]=[C:6]([C:10]([NH:12][C@@H:13]3[CH2:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[C@H:14]3[N:22]([C:24](=[O:27])[CH2:25]Cl)[CH3:23])=[O:11])[NH:5][C:4]=2[C:3]=1[Cl:28].[NH:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>C(Cl)Cl>[Cl:1][C:2]1[S:9][C:8]2[CH:7]=[C:6]([C:10]([NH:12][C@H:13]3[CH2:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[C@@H:14]3[N:22]([CH3:23])[C:24](=[O:27])[CH2:25][N:29]3[CH2:34][CH2:33][O:32][CH2:31][CH2:30]3)=[O:11])[NH:5][C:4]=2[C:3]=1[Cl:28]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 69546060HCID 69546060, compound

Product 1

HCID 10152412HCID 10152412, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2,3-Dichloro-N-{(1R,2R)-1-[(chloroacetyl)(methyl)amino]-2,3-dihydro-1H-inden-2-yl}4H-thieno[3,2-b]pyrrole-5-carboxamide (Method 10, 100 mg, 0.22 mol) and morpholine (100 mg, 12.6 mmol) were dissolved in DCM, stirred at ambient temperature for 20 hours and the volatiles removed by evaporation under reduced pressure. EtOAc (10 mL) was added and the mixture washed with water (2×5 mL), brine (5 mL), dried (MgSO4) and the volatiles removed by evaporation under reduced pressure to give the title compound (60 mg, 54%) as a buff coloured powder.

Workup

  1. customthe volatiles removed by evaporation under reduced pressure
  2. additionEtOAc (10 mL) was added
  3. washthe mixture washed with water (2×5 mL), brine (5 mL)
  4. dry with materialdried (MgSO4)
  5. customthe volatiles removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-7e30d693989e4c9ba952a553d874108a
Source dataset
uspto-grants-2006_10
Patent number
US07122567B2

Reaction notes

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