6-(3-Methyl-5-pyridin-2-yl-3H-[1,2,3]triazol-4-ylmethoxy)-pyridazine-3-carboxylic acid ethyl ester → 6-[5-(5-Fluoro-pyridin-2-yl)-3-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid

HRID 402408Notes

Reaction equation

HRID 402408 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[N:8][C:9]([O:12][CH2:13][C:14]2[N:15]([CH3:26])[N:16]=[N:17][C:18]=2[C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][N:20]=2)=[CH:10][CH:11]=1)=[O:5])C.C(OC(C1N=NC(OCC2N(C)N=NC=2C2C=CC=CN=2)=CC=1)=O)C>>[F:25][C:22]1[CH:23]=[CH:24][C:19]([C:18]2[N:17]=[N:16][N:15]([CH3:26])[C:14]=2[CH2:13][O:12][C:9]2[N:8]=[N:7][C:6]([C:4]([OH:5])=[O:3])=[CH:11][CH:10]=2)=[N:20][CH:21]=1

Participants

3

Procedure

As described for example 48a, 6-[5-(5-fluoro-pyridin-2-yl)-3-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid ethyl ester (500 mg, 1.40 mmol), instead of 6-(3-methyl-5-pyridin-2-yl-3H-[1,2,3]triazol-4-ylmethoxy)-pyridazine-3-carboxylic acid ethyl ester, was converted to the title compound (424 mg, 92%) which was obtained as an off white solid. MS: m/e=329.1 [M−H]−.

Sources & evidence

ORD record
ord-94a94ec70c45427f8da9feb6d58f1582
Source dataset
uspto-grants-2014_06
Patent number
US08742097B2

Reaction notes

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