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Ethyl chloroformate → HCID 19933000, compound

HRID 21866
Notes
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Reaction equation

HRID 21866 reaction equation
C(O)(=O)C(O)=O.[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:32]=3[C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])=[CH:27][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].Cl[C:45]([O:47][CH2:48][CH3:49])=[O:46]>>[CH2:7]([C:10]1[N:23]([CH2:24][C:25]2[CH:26]=[CH:27][C:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[C:37]([O:39][C:40]([CH3:41])([CH3:43])[CH3:42])=[O:38])=[CH:29][CH:30]=2)[C:13]2[CH:14]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:15]([C:45]([O:47][CH2:48][CH3:49])=[O:46])[CH2:16][CH2:17][C:12]=2[N:11]=1)[CH2:8][CH3:9]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 10928Ethyl chloroformateHCID 19933007Ethyl 2-n-propyl-3-[2'-(t-butoxycarbonyl)biphenyl-4-yl]methyl-4,5,6,7-tetrahydroimidazo[4,5-c]pyridine-4-carboxylate oxalate

Product 1

HCID 19933000HCID 19933000, compoundYield 84.6%

Procedure

The compound obtained in Example 62 (1.00 g) is treated in the same manner as in Example 64 with using ethyl chloroformate (0.27 g) instead of acetic anhydride to give ethyl 2-n-propyl-5-ethoxycarbonyl-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-668c7590a4134057a1d987e52f6f4f38
Source dataset
uspto-grants-1995_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05424316

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes