Aniline → HCID 22321878, compound

HRID 496638Notes

Reaction equation

HRID 496638 reaction equation
NC1C=CC=CC=1.[F:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]#[C:16][C:17]2[CH:26]=[C:25]([N+:27]([O-])=O)[CH:24]=[CH:23][C:18]=2[C:19]([O:21][CH3:22])=[O:20])=[CH:11][CH:10]=1>>[F:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17]2[CH:26]=[C:25]([NH2:27])[CH:24]=[CH:23][C:18]=2[C:19]([O:21][CH3:22])=[O:20])=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 6115AnilineHCID 22321849HCID 22321849, compound

Product 1

HCID 22321878HCID 22321878, compound

Procedure

The “aniline” (compound 62) used in the preparation of compound 46 was synthesised from methyl 2-(2-(4-fluorophenyl)ethynyl)-4-nitrobenzoate by standard hydrogenation to give methyl 2-(4-fluorophenethyl)-4-aminobenzoate (compound 60). Compound 60 was hydrolysed to the corresponding benzoic acid (compound 61).

Sources & evidence

ORD record
ord-fdb995ec1e3046f2bf1388260a6251fe
Source dataset
uspto-grants-2005_09
Patent number
US06946468B1

Reaction notes

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