Benzyl carbazate → benzyl 2-(1H-pyrrolo[2,3-b]pyridin-4-ylcarbonyl)hydrazinecarboxylate

HRID 452623Notes

Reaction equation

[NH:1]1[C:5]2[N:6]=[CH:7][CH:8]=[C:9]([C:10]([OH:12])=O)[C:4]=2[CH:3]=[CH:2]1.[C:13]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:16])[NH:14][NH2:15]>>[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][C:9]([C:10]([NH:15][NH:14][C:13]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[O:16])=[O:12])=[C:4]2[CH:3]=[CH:2]1

Participants

Reactant 2

HCID 79242Benzyl carbazate

HCID 224774261H-pyrrolo[2,3-b]pyridine-4-carboxylic acid

Product 1

HCID 68664151benzyl 2-(1H-pyrrolo[2,3-b]pyridin-4-ylcarbonyl)hydrazinecarboxylateYield 67%

Procedure

In the same manner as in Reference Example 1 and using 1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid instead of benzothiazole-6-carboxylic acid and benzyl carbazate instead of tert-butyl carbazate, the title compound (yield 67%) was obtained as pale-yellow crystals.

Sources & evidence

ORD record: ord-9d70c8ca55044722a4b39326ab4ff91a
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492378B2

Reaction notes

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