4-Methylmorpholine → HCID 67717365, compound

HRID 1756551Notes

Reaction equation

HRID 1756551 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]2[O:6][C:7]3[CH:21]=[CH:20][CH:19]=[CH:18][C:8]=3[CH2:9][N:10]([C:11]([NH:13][CH2:14][C:15](O)=[O:16])=[O:12])[C:4]=2[CH:3]=1.C[N:25]1CCOCC1.C1[CH2:35][O:34][CH2:33]C1>>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]2[O:6][C:7]3[CH:21]=[CH:20][CH:19]=[CH:18][C:8]=3[CH2:9][N:10]([C:11]([NH:13][CH2:14][C:15]([NH:25][CH2:33][O:34][CH3:35])=[O:16])=[O:12])[C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 79724-Methylmorpholine2×HCID 8028TetrahydrofuranHCID 108304472-[[(8-chlorodibenz[b,f][1,4]oxazepin-10(11H)-yl)carbonyl]amino]acetic acid

Product 1

HCID 67717365HCID 67717365, compound

Procedure

By the method described in Example 5, the title compound of Example 4 (1.2 g, 3.6 mmol) in 40 mL of THF was converted to its mixed anhydride with NMM (0.42 g, 3.6 mmol) and IBCF (0.49 g, 3.6 mmol) and coupled to N,O-dimethylhydroxylamine . HCl (0.35 g, 3.6 mmol) using an additional 0.36 mmol (3.6 mmol) of NMM to liberate the free base of N,O-dimethylhydroxylamine . HCl. This procedure gave 726 mg of the title compound after HPLC purification on silica gel.

Sources & evidence

ORD record
ord-a03c64a867da42d3b82ac38a7d67afb7
Source dataset
uspto-grants-1995_08
Patent number
US05441950

Reaction notes

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