Oxalic Acid → HCID 54554829, compound

HRID 1898924Notes

Reaction equation

HRID 1898924 reaction equation
[C:1]([C:3]([C:14](=[O:30])[N:15]([CH2:26][CH2:27][CH2:28][CH3:29])[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=1)=[CH:4][NH:5][C:6](=[NH:13])[N:7]1[CH2:11][CH2:10][NH:9][C:8]1=[O:12])#[N:2].[C:31](O)(=O)[C:32](O)=O.[C:37](O)(=O)CC>>[CH2:26]([N:15]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:23])([F:24])[F:25])[CH:17]=1)[C:14]([C:3]1[C:1]([NH2:2])=[N:13][C:6]([N:7]2[CH2:11][CH:10]([CH:31]=[CH2:32])[NH:9][C:8]2=[O:12])=[N:5][CH:4]=1)=[O:30])[CH2:27][CH2:28][CH2:29][CH3:37]

Participants

4

Reactant 3

HCID 971Oxalic AcidHCID 1032Propionic AcidHCID 178449491HCID 178449491, compound

Product 1

HCID 54554829HCID 54554829, compoundYield 62.3%

Procedure

A mixture of 2.41 g (5 mmol) of a compound II (R1 =CH3 ; R2, R3, R5 =H; R4 =CH3CHCH2CH(CH3)2 ; R6 =F), 270 mg (3 mmol) of oxalic acid and 4.2 ml of propionic acid was stirred at 70° for 2 hours and then worked up as in Example 5. 1.50 g (62.3% yield) of the compound I (R1 =CH3 ; R2, R3, R5 =H ; R4 =CH3CHCH2CH(CH3)2 ; R6 =F) were obtained, melting point 135°-137°.

Sources & evidence

ORD record
ord-0dafef1ef65c49439ba2a9b8317e867a
Source dataset
uspto-grants-1996_11
Patent number
US05571816

Reaction notes

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