5-Formyl-2-thiopheneboronic acid → Di-tert-butyl 1-(5-formylthiophen-2-yl)hydrazine-1,2-dicarboxylate

HRID 2196508Notes

Reaction equation

HRID 2196508 reaction equation
C(C1SC=C([N:8]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[NH:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])C=1)=O.[CH:24]([C:26]1[S:30][C:29](B(O)O)=[CH:28][CH:27]=1)=[O:25]>>[CH:24]([C:26]1[S:30][C:29]([N:8]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[NH:9][C:10]([O:12][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:11])=[CH:28][CH:27]=1)=[O:25]

Participants

3

Reactant 2

HCID 27734305-Formyl-2-thiopheneboronic acidHCID 59843289Di-tert-butyl 1-(5-formylthiophen-3-yl)hydrazine-1,2-dicarboxylate

Product 1

HCID 59843212Di-tert-butyl 1-(5-formylthiophen-2-yl)hydrazine-1,2-dicarboxylateYield 47%

Procedure

Following the same procedure as described for compound 11 (step 1, scheme 2, example 1c) except using 5-formyl-2-thiopheneboronic acid (1.80 g, 11.5 mmol) instead of 5-formylthiophen-3-ylboronic acid to afford 19 (935 mg, 47%) as an orange solid. LRMS (ESI): calc. 342.1; found 343.2 (MH)+.

Sources & evidence

ORD record
ord-b9d796b1d66247bea4b7c739a6a02719
Source dataset
uspto-grants-2012_12
Patent number
US08338437B2

Reaction notes

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