Ammonia → HCID 54465975, compound

HRID 257579Notes

Reaction equation

HRID 257579 reaction equation
[Br:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][CH:7]([C:15](=[O:20])[CH2:16][CH2:17][CH2:18][CH3:19])[C:8](=[N:12][O:13][CH3:14])[C:9](Cl)=[O:10])=[C:4]([F:23])[CH:3]=1.[NH3:24]>C1COCC1>[Br:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][CH:7]([C:15](=[O:20])[CH2:16][CH2:17][CH2:18][CH3:19])[C:8](=[N:12][O:13][CH3:14])[C:9]([NH2:24])=[O:10])=[C:4]([F:23])[CH:3]=1

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 54398879HCID 54398879, compound

Product 1

HCID 54465975HCID 54465975, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

The title compound is prepared from 3-(4-bromo-2-fluorobenzyl)-2-methoxyimino-4-oxooctanoyl chloride (from Step G) according to the method of Example 4, Step E, except that instead of bubbling ammonia into the cold reaction mixture, it is preferable to prepare a saturated solution of ammonia in THF (at about -50° C.) and add this cold solution gradually (under protection from moisture) to a stirred solution of the acid chloride in THF at -50° C.

Sources & evidence

ORD record
ord-8e27125c65e9437ab3b2dda2d4165c6e
Source dataset
uspto-grants-1993_11
Patent number
US05262412

Reaction notes

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