Trifluoroacetic acid → HCID 22222602, compound

HRID 1293570Notes

Reaction equation

[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][OH:8].FC(F)(F)C(O)=O.N1([C:21]([O:23][CH:24]([N:28]2[N:32]=[C:31]([C:33]([O:35][CH2:36][CH3:37])=[O:34])[C:30]([C:38](=[O:52])[C:39]3[CH:44]=[C:43]([O:45][CH3:46])[C:42]([O:47][CH3:48])=[CH:41][C:40]=3[N+:49]([O-:51])=[O:50])=[N:29]2)[CH:25]([CH3:27])[CH3:26])=[O:22])C=CN=C1>>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][C:21]([O:23][CH:24]([N:28]1[N:32]=[C:31]([C:33]([O:35][CH2:36][CH3:37])=[O:34])[C:30]([C:38](=[O:52])[C:39]2[CH:44]=[C:43]([O:45][CH3:46])[C:42]([O:47][CH3:48])=[CH:41][C:40]=2[N+:49]([O-:51])=[O:50])=[N:29]1)[CH:25]([CH3:27])[CH3:26])=[O:22]

Participants

Reactant 3

HCID 6422Trifluoroacetic acid

HCID 8134Diethylene Glycol Monomethyl Ether

HCID 22222575HCID 22222575, compound

Product 1

HCID 22222602HCID 22222602, compoundYield 52%

Procedure

In the same manner as in Example 19 (19b), provided that diethylene glycol monomethyl ether (3.6 ml) was used instead of 3-pentanol and trifluoroacetic acid (3.8 ml) was added, ethyl 2-(1-(2-(2-methoxyethoxy) ethoxycarbonyloxy)-2-methylpropyl)-5-(4,5-dimethoxy-2-nitrobenzoyl)-2H-1,2,3-triazole-4-carboxylate (8.82 g, 52%) was prepared from ethyl 2-(1-(1-imidazolylcarbonyloxy)-2-methylpropyl)-5-(4,5-dimethoxy-2-nitrobenzoyl)-2H-1,2,3-triazole-4-carboxylate (13.0 g) prepared in step (30a).

Workup

additionwas added

Sources & evidence

ORD record: ord-8dc63821f3e249edaf99b5705406d4bf
Source dataset: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07238812B2

Reaction notes

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