Benzyl carbazate → 7H-Pyrrolo[2,3-d]pyrimidine-4-carboxylic acid, 2-[(phenylmethoxy)carbonyl]hydrazide

HRID 452635Notes

Reaction equation

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

Participants

Reactant 2

HCID 79242Benzyl carbazate

HCID 574158187H-Pyrrolo[2,3-d]pyrimidine-4-carboxylic acid

Product 1

HCID 686645807H-Pyrrolo[2,3-d]pyrimidine-4-carboxylic acid, 2-[(phenylmethoxy)carbonyl]hydrazideYield 83%

Procedure

In the same manner as in Reference Example 1 and using 7H-pyrrolo[2,3-d]pyrimidine-4-carboxylic acid instead of benzothiazole-6-carboxylic acid and benzyl carbazate instead of tert-butyl carbazate, the title compound (yield 83%) was obtained as colorless crystals.

Sources & evidence

ORD record: ord-d841d523695c44e284eaef4836e3097c
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492378B2

Reaction notes

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