5-Bromo-2-fluorobenzaldehyde → 5-(1H-indazol-5-yl)-1,3,4-thiadiazol-2-amine

HRID 899409Notes

Reaction equation

HRID 899409 reaction equation
C[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]3[S:15][C:14]([NH2:16])=[N:13][N:12]=3)[CH:9]=2)[NH:4][N:3]=1.BrC1C=CC(F)=C(C=1)C=O>>[NH:4]1[C:5]2[C:10](=[CH:9][C:8]([C:11]3[S:15][C:14]([NH2:16])=[N:13][N:12]=3)=[CH:7][CH:6]=2)[CH:2]=[N:3]1

Participants

3

Reactant 2

HCID 7363275-Bromo-2-fluorobenzaldehydeHCID 1784342715-(3-Methyl-1H-indazol-5-yl)-1,3,4-thiadiazol-2-amine

Product 1

HCID 670917415-(1H-indazol-5-yl)-1,3,4-thiadiazol-2-amine

Procedure

5-(1H-indazol-5-yl)-1,3,4-thiadiazol-2-amine was synthesized in a way similar to that of 4f as shown in Scheme 3 with commercially available 5-bromo-2-fluorobenzaldehyde as the starting material in three steps. MS (API-ES) m/z (%): 218 (100%, M++1).

Sources & evidence

ORD record
ord-cece80de08784bbbaa21c363afd0962f
Source dataset
uspto-grants-2008_04
Patent number
US07354944B2

Reaction notes

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