Acetic Acid → HCID 54554829, compound

HRID 1898922Notes

Reaction equation

HRID 1898922 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].F[C:32](F)(F)[C:33](O)=O.[C:38](O)(=O)C>>[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:32]=[CH2:33])[NH:9][C:8]2=[O:12])=[N:5][CH:4]=1)=[O:30])[CH2:27][CH2:28][CH2:29][CH3:38]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 6422Trifluoroacetic acidHCID 178449491HCID 178449491, compound

Product 1

HCID 54554829HCID 54554829, compoundYield 65.8%

Procedure

A mixture of 3.04 g (7 mmol) of a compound II (R1, R2 =CH3 ; R3, R5, R6 =H; R4 =CH2CH=CH2), 0.45 ml (~5.8 mmol) of trifluoroacetic acid and 5.0 ml of glacial acetic acid was stirred at 70° for 2 hours and worked up as described in Example 5. 2.00 g (=65.8% yield) of the compound I (R1, R2 =CH3 ; R3, R5, R6 =H; R4 =CH2CH=CH2) were obtained, melting point 189°.

Sources & evidence

ORD record
ord-bc856dbd060840b4ada5021de6d80637
Source dataset
uspto-grants-1996_11
Patent number
US05571816

Reaction notes

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