HCID 23087188, compound → HCID 66626062, compound

HRID 1950254Notes

Reaction equation

HRID 1950254 reaction equation
COC1C=C2C(=CC=1)CC(C1C=CC(C(F)(F)F)=CC=1N)CC2.Cl.[F:25][C:26]1[CH:27]=[C:28]([CH:32]=[CH:33][C:34]=1[O:35][CH2:36][CH2:37][N:38]1[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1)[C:29](O)=O.FC1C=[C:47](C=CC=1OCCN1CCCCC1)[CH2:48][NH:49][C:50]1[CH:55]=[C:54]([C:56]([F:59])([F:58])[F:57])[CH:53]=[CH:52][C:51]=1[CH:60]1[CH2:69][CH2:68][C:67]2[C:62](=[CH:63][CH:64]=[C:65]([O:70][CH3:71])[CH:66]=2)[CH2:61]1>>[CH2:48]([N:49]([CH2:29][C:28]1[CH:32]=[CH:33][C:34]([O:35][CH2:36][CH2:37][N:38]2[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]2)=[C:26]([F:25])[CH:27]=1)[C:50]1[CH:55]=[C:54]([C:56]([F:57])([F:58])[F:59])[CH:53]=[CH:52][C:51]=1[CH:60]1[CH2:69][CH2:68][C:67]2[C:62](=[CH:63][CH:64]=[C:65]([O:70][CH3:71])[CH:66]=2)[CH2:61]1)[CH3:47]

Participants

4

Reactant 3

HCID 23087188HCID 23087188, compoundHCID 666268273-Fluoro-4-(2-piperidin-1-ylethoxy)benzoic acid hydrochlorideHCID 66627334HCID 66627334, compound

Product 1

HCID 66626062HCID 66626062, compound

Procedure

Synthesized from 2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)-5-trifluoromethylphenylamine and 3-fluoro-4-(2-piperidin-1-ylethoxy)benzoic acid hydrochloride according to an analogous synthetic method to Example 282, [3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl][2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)-5-trifluoromethylphenyl]amine (407 mg) was used according to an analogous synthetic method to Example 36 to provide ethyl[3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl][2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)-5-trifluoromethylphenyl]amine (343 mg). This compound (341 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (29 mg).

Sources & evidence

ORD record
ord-ea7ba35f28b840a98085a0d27249c29f
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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