3-Amino-4-methoxybenzoic acid → HCID 67320681, compound

HRID 2370447Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([OH:7])=O.[C:13](Cl)(=[O:16])[CH2:14][CH3:15].[F:18][C:19]1[CH:20]=[C:21]([CH:23]=[CH:24][C:25]=1[NH2:26])[NH2:22]>>[F:18][C:19]1[CH:20]=[C:21]([NH:22][C:5](=[O:7])[C:4]2[CH:8]=[CH:9][C:10]([O:11][CH3:12])=[C:2]([NH:1][C:13](=[O:16])[CH2:14][CH3:15])[CH:3]=2)[CH:23]=[CH:24][C:25]=1[NH2:26]

Participants

Reactant 3

HCID 178233-Amino-4-methoxybenzoic acid

HCID 62324Propionyl chloride

HCID 3453722-fluorobenzene-1,4-diamine

Product 1

HCID 67320681HCID 67320681, compound

Procedure

Compound 80 is synthesized following a similar method as in Example 1 and using 3-amino-4-methoxybenzoic acid, propionyl chloride and 3-fluoro-4-aminoaniline as materials. Total yield of the two steps: 60%.

Sources & evidence

ORD record: ord-146a4b4f32214f828b0fb36638e5a4c4
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08710098B2

Reaction notes

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