HCID 23087237, compound → HCID 57934247, compound

HRID 1950273Notes

Reaction equation

HRID 1950273 reaction equation
COC1C=CC(C2N(C)C3C(C=2)=CC=C(OC)C=3)=C(N)C=1.Cl.FC1C=C(C=CC=1OCCN1CCCCC1)C(O)=O.[F:42][C:43]1[CH:44]=[C:45]([CH:68]=[CH:69][C:70]=1[O:71][CH2:72][CH2:73][N:74]1[CH2:79][CH2:78][CH2:77][CH2:76][CH2:75]1)[CH2:46][NH:47][C:48]1[CH:53]=[C:52]([O:54]C)[CH:51]=[CH:50][C:49]=1[C:56]1[N:57]([CH3:67])[C:58]2[C:63]([CH:64]=1)=[CH:62][CH:61]=[C:60]([O:65]C)[CH:59]=2>>[F:42][C:43]1[CH:44]=[C:45]([CH:68]=[CH:69][C:70]=1[O:71][CH2:72][CH2:73][N:74]1[CH2:75][CH2:76][CH2:77][CH2:78][CH2:79]1)[CH2:46][NH:47][C:48]1[CH:53]=[C:52]([OH:54])[CH:51]=[CH:50][C:49]=1[C:56]1[N:57]([CH3:67])[C:58]2[C:63]([CH:64]=1)=[CH:62][CH:61]=[C:60]([OH:65])[CH:59]=2

Participants

4

Reactant 3

HCID 23087237HCID 23087237, compoundHCID 666268273-Fluoro-4-(2-piperidin-1-ylethoxy)benzoic acid hydrochlorideHCID 66627486HCID 66627486, compound

Product 1

HCID 57934247HCID 57934247, compoundYield 20.1%

Procedure

Synthesized from 5-methoxy-2-(6-methoxy-1-methyl-1H-indol-2-yl)phenylamine (500 mg) and 3-fluoro-4-(2-piperidin-1-ylethoxy)benzoic acid hydrochloride (920 mg) according to an analogous synthetic method to Example 114, [3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl][5-methoxy-2-(6-methoxy-1-methyl-1H-indol-2-yl)phenyl]amine (210 mg) was used according to an analogous synthetic method to Example 364 described below to provide the title compound (40 mg).

Sources & evidence

ORD record
ord-41a64db525434376b2e82287dae7eb2d
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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