4-trimethylsilylaniline → HCID 51349202, compound

HRID 404561Notes

Reaction equation

HRID 404561 reaction equation
[CH3:1][Si:2]([CH3:11])([CH3:10])[C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.[F:12][C:13]1[C:14]([C:19]2[CH:27]=[CH:26][C:22]([C:23](O)=[O:24])=[CH:21][CH:20]=2)=[N:15][CH:16]=[CH:17][CH:18]=1>>[F:12][C:13]1[C:14]([C:19]2[CH:27]=[CH:26][C:22]([C:23]([NH:7][C:6]3[CH:8]=[CH:9][C:3]([Si:2]([CH3:11])([CH3:10])[CH3:1])=[CH:4][CH:5]=3)=[O:24])=[CH:21][CH:20]=2)=[N:15][CH:16]=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 100349574-trimethylsilylaniline2×HCID 681100614-(3-Fluoropyridin-2-yl)benzoic acid2×

Product 1

HCID 51349202HCID 51349202, compoundYield 80.23%

Procedure

The synthesis method of compound A-08 is similar to example 9. Just R1 and R3 of Scheme 2 are, respectively, F and p-SiMe3. namely: compound 6 is 4-trimethylsilyl aniline (compound 6a 35 mg); compound 10 is 4-(3-fluoro-pyridine-2-yl)benzoic acid (compound 10c); compound 12 is compound A-08 (62 mg, yield 80.23%).

Workup

  1. customThe synthesis method of compound A-08

Sources & evidence

ORD record
ord-9ecc28c31d3a4ab98564d426aa943053
Source dataset
uspto-grants-2014_06
Patent number
US08748610B2

Reaction notes

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