HCID 12387611, compound → HCID 54119148, compound

HRID 1834371Notes

Reaction equation

[CH2:1]([O:3][C:4](=[O:21])[C:5]1[C:10]([NH:11][CH2:12][CH2:13][CH2:14][CH3:15])=[C:9]([NH2:16])[C:8]([NH:17][CH2:18][CH3:19])=[N:7][C:6]=1[CH3:20])[CH3:2].[N:22]([O-])=O.[Na+]>>[CH2:1]([O:3][C:4]([C:5]1[C:10]([NH:11][CH2:12][CH2:13][CH2:14][CH3:15])=[C:9]2[N:16]=[N:22][N:17]([CH2:18][CH3:19])[C:8]2=[N:7][C:6]=1[CH3:20])=[O:21])[CH3:2]

Participants

Reactant 2

HCID 12387611HCID 12387611, compound

HCID 23668193Sodium Nitrite

Product 1

HCID 54119148HCID 54119148, compoundYield 73%

Procedure

5-Amino-4-butylamino-6-ethylamino-2-methylnicotinic acid ethyl ester is treated with sodium nitrite following the procedure of Example 3c. 7-Butylamino-3-ethyl-5-methyl-3H-[1,2,3]-triazolo[4,5-b]pyridine-6-carboxylic acid ethyl ester is obtained, yield 73%, m.p. 42°-43°. Treatment with 2N hydrochloric acid in ethanol yields the hydrochloride salt.

Sources & evidence

ORD record: ord-1bc13e71db204d24a84ad4afa760cc56
Source dataset: uspto-grants-1978_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04070362

Reaction notes

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