Propionyl chloride → Ethyl 2-n-propyl-5-propionyl-3-[2'-(t-butoxycarbonyl)biphenyl-4-yl]methyl-4,5,6,7-tetrahydroimidazo[4,5-c]-pyridine-4-carboxylate

HRID 1655120Notes

Reaction equation

HRID 1655120 reaction equation
[C:1](O)(=O)[C:2]([OH:4])=[O:3].[CH2:7]([C:10]1[N:23]([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33]C=3)=[C:27](C(OC(C)(C)C)=O)[CH:26]=2)[C:13]2[CH:14]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[NH:15][CH2:16][CH2:17][C:12]=2[N:11]=1)[CH2:8][CH3:9].[C:44](Cl)(=[O:47])[CH2:45][CH3:46]>>[CH2:7]([C:10]1[N:23]([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:1]=3[C:2]([O:4][C:25]([CH3:30])([CH3:26])[CH3:24])=[O:3])=[CH:27][CH:26]=2)[C:13]2[CH:14]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:15]([C:44](=[O:47])[CH2:45][CH3:46])[CH2:16][CH2:17][C:12]=2[N:11]=1)[CH2:8][CH3:9]

Participants

3

Reactant 2

HCID 62324Propionyl chlorideHCID 20076809HCID 20076809, compound

Product 1

HCID 19932984Ethyl 2-n-propyl-5-propionyl-3-[2'-(t-butoxycarbonyl)biphenyl-4-yl]methyl-4,5,6,7-tetrahydroimidazo[4,5-c]-pyridine-4-carboxylateYield 174%

Procedure

The compound obtained in Example 62 (1.0 g) is treated in the same manner as in Example 64 with using propionyl chloride (0.23 g) instead of acetic anhydride to give ethyl 2-n-propyl-5-propionyl-3-[2'-(t-butoxycarbonyl)biphenyl-4-yl]methyl-4,5,6,7-tetrahydroimidazo[4,5-c]-pyridine-4-carboxylate (0.82 g) as a white foam.

Sources & evidence

ORD record
ord-081ce939b8c4497dbfc741c6bce1b87b
Source dataset
uspto-grants-1995_04
Patent number
US05409936

Reaction notes

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