4-Methylmorpholine → HCID 59822357, compound

HRID 1678482Notes

Reaction equation

HRID 1678482 reaction equation
Cl.[CH2:2]([O:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[C:17]([NH2:19])[CH:16]=[CH:15][C:14]=2[O:20][CH3:21])=[CH:9][CH:8]=1)=[O:6])[CH3:3].CN1CCOCC1.[CH:29]1([C:32](Cl)=[O:33])[CH2:31][CH2:30]1>C1COCC1>[CH2:2]([O:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[C:17]([NH:19][C:32]([CH:29]3[CH2:31][CH2:30]3)=[O:33])[CH:16]=[CH:15][C:14]=2[O:20][CH3:21])=[CH:9][CH:8]=1)=[O:6])[CH3:3]

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 77637Cyclopropanecarbonyl chlorideHCID 67372184HCID 67372184, compound

Product 1

HCID 59822357HCID 59822357, compoundYield 93.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 5′-amino-2′methoxy-biphenyl-4-carboxylic acid ethyl ester hydrochloride (100 mg), N-methylmorpholine (0.1 ml) and cyclopropanecarbonyl chloride (29 mg) in dry THF (3 ml) was stirred at 20 C for 18 h. The mixture was then evaporated and the residue partitioned between sodium bicarbonate solution and ethyl acetate. The dried extracts were then evaporated giving the title compound as a dark oil (88 mg)

Workup

  1. customThe mixture was then evaporated
  2. customthe residue partitioned between sodium bicarbonate solution and ethyl acetate
  3. customThe dried extracts were then evaporated

Sources & evidence

ORD record
ord-2943eaa1466747e486128e9b34d58c24
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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