(R)-O-((2,2-Dimethyl-1,3-dioxolan-4-yl)methyl)hydroxylamine → 2-Chloro-N-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-(2-fluoro-4-iodo-phenylamino)-isonicotinamide

HRID 78804Notes

Reaction equation

HRID 78804 reaction equation
[Cl:1][C:2]1[C:3]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([I:18])=[CH:14][C:13]=2[F:19])=[C:4]([CH:8]=[CH:9][N:10]=1)[C:5]([OH:7])=O.[CH3:20][C:21]1([CH3:29])[O:25][C@@H:24]([CH2:26][O:27][NH2:28])[CH2:23][O:22]1>>[Cl:1][C:2]1[C:3]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([I:18])=[CH:14][C:13]=2[F:19])=[C:4]([CH:8]=[CH:9][N:10]=1)[C:5]([NH:28][O:27][CH2:26][C@H:24]1[CH2:23][O:22][C:21]([CH3:29])([CH3:20])[O:25]1)=[O:7]

Participants

3

Reactant 2

HCID 11298047(R)-O-((2,2-Dimethyl-1,3-dioxolan-4-yl)methyl)hydroxylamineHCID 576496342-Chloro-3-(2-fluoro-4-iodophenylamino)-isonicotinic acid

Product 1

HCID 576496322-Chloro-N-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-(2-fluoro-4-iodo-phenylamino)-isonicotinamide

Procedure

2-Chloro-N-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methoxy}-3-(2-fluoro-4-iodo-phenylamino)-isonicotinamide was synthesized according to the procedure for General Method 1, outlined above, starting with 0.2 mmol of 2-chloro-3-(2-fluoro-4-iodo-phenylamino)-isonicotinic acid and 0.3 mmol of O-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}-hydroxylamine LC/MS [9.19 min; 522 (M+1)].

Sources & evidence

ORD record
ord-812a742bfa7b4f80bd78c44fe00d6170
Source dataset
uspto-grants-2014_09
Patent number
US08841459B2

Reaction notes

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