4-Chloro-5-fluoro-1,2-phenylenediamine → HCID 69316907, compound

HRID 2054462Notes

Reaction equation

HRID 2054462 reaction equation
[CH:1]([C:3]1[C:4]([NH:17][C:18](=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20])=[N:5][CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=2)[CH:8]=1)=[O:2].[NH2:24][C:25]1[CH:30]=[C:29]([F:31])[C:28]([Cl:32])=[CH:27][C:26]=1[NH2:33].C(C1C(NC(=O)C(C)(C)C)=NC=C(C2C=CC=CC=2)C=1)=O.COC1C=C(B(O)O)C=CC=1>>[ClH:32].[Cl:32][C:28]1[C:29]([F:31])=[CH:30][C:25]2[NH:24][C:1]([C:3]3[C:4]([NH2:17])=[N:5][CH:6]=[C:7]([C:9]4[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=4)[CH:8]=3)=[N:33][C:26]=2[CH:27]=1.[CH:1]([C:3]1[C:4]([NH:17][C:18](=[O:23])[C:19]([CH3:21])([CH3:20])[CH3:22])=[N:5][CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=2)[CH:8]=1)=[O:2]

Participants

6

Reactant 4

HCID 7357734-Chloro-5-fluoro-1,2-phenylenediamineHCID 2734370(3-Methoxyphenyl)boronic acidHCID 58668622HCID 58668622, compoundHCID 86606231HCID 86606231, compound

Product 2

HCID 69316907HCID 69316907, compoundHCID 86606231HCID 86606231, compound

Procedure

The title compound was synthesized using the procedure recited in Example 2, except that N-(3-formyl-5-(3-methoxyphenyl)pyridin-2-yl)-2,2-dimethylpropanamide and 1,2-diamino-4-chloro-5-fluorobenzene were utilized. N-(3-formyl-5-(3-methoxyphenyl)pyridin-2-yl)-2,2-dimethylpropanamide was synthesized using the sequence of steps (a), (b), and (c) of Example 1, utilizing 3-methoxyphenylboronic acid in step (a).

Sources & evidence

ORD record
ord-08c0dffbb43047febd98fc6d324173a3
Source dataset
uspto-grants-2008_02
Patent number
US07329678B2

Reaction notes

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