5-Amino-2-fluorobenzonitrile → HCID 178505122, compound

HRID 415846Notes

Reaction equation

HRID 415846 reaction equation
[OH:1][N:2]=[C:3]([C:5]1[C:9]([NH:10][CH2:11][CH2:12][NH:13][S:14]([CH3:17])(=[O:16])=[O:15])=[N:8][O:7][N:6]=1)[NH2:4].N[C:19]1[CH:20]=[CH:21][C:22]([F:27])=[C:23]([CH:26]=1)[C:24]#[N:25]>>[C:24]([C:23]1[CH:26]=[C:19]([NH:4][C:3]([C:5]2[C:9]([NH:10][CH2:11][CH2:12][NH:13][S:14]([CH3:17])(=[O:16])=[O:15])=[N:8][O:7][N:6]=2)=[N:2][OH:1])[CH:20]=[CH:21][C:22]=1[F:27])#[N:25]

Participants

3

Reactant 2

HCID 27376735-Amino-2-fluorobenzonitrile2×HCID 136330166N-hydroxy-4-({2-[(methylsulfonyl)amino]ethyl}amino)-1,2,5-oxadiazole-3-carboximidamide

Product 1

HCID 178505122HCID 178505122, compound

Procedure

The title compound was prepared according to the procedure of Example 17, step E, using N′-hydroxy-4-({2-[(methylsulfonyl)amino]ethyl}amino)-1,2,5-oxadiazole-3-carboximidamide and 3-cyano-4-fluoroaniline [Aldrich, product #639877] as the starting materials. LCMS for C13H14FN7NaO4S (M+Na)+: m/z=406.0. 1H NMR (400 MHz, DMSO-d6): δ 11.65 (s, 1H), 9.08 (s, 1H), 7.35 (m, 1H), 7.18 (m, 3H), 6.56 (m, 1H), 6.23 (m, 1H), 6.24 (s, 2H), 3.32 (m, 2H), 3.14 (m, 2H), 2.89 (s, 3H).

Sources & evidence

ORD record
ord-13d00f09663c4e559348c36b421b8f08
Source dataset
uspto-grants-2012_01
Patent number
US08088803B2

Reaction notes

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