5-Methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamine → HCID 66626227, compound

HRID 1433973Notes

Reaction equation

HRID 1433973 reaction equation
COC1C=CC(C2CCC3C(=CC=C(OC)C=3)C2)=C(N)C=1.Cl.[CH:23]([N:26]([CH:40]([CH3:42])[CH3:41])[CH2:27][CH2:28][O:29][C:30]1[CH:38]=[CH:37][C:33]([C:34](O)=O)=[CH:32][C:31]=1[F:39])([CH3:25])[CH3:24].C(N(C(C)C)CCOC1C=C[C:53]([CH2:54][NH:55][C:56]2[CH:61]=[C:60]([O:62][CH3:63])[CH:59]=[CH:58][C:57]=2[CH:64]2[CH2:73][CH2:72][C:71]3[C:66](=[CH:67][CH:68]=[C:69]([O:74][CH3:75])[CH:70]=3)[CH2:65]2)=CC=1F)(C)C>>[CH:23]([N:26]([CH:40]([CH3:42])[CH3:41])[CH2:27][CH2:28][O:29][C:30]1[CH:38]=[CH:37][C:33]([CH2:34][N:55]([CH2:54][CH3:53])[C:56]2[CH:61]=[C:60]([O:62][CH3:63])[CH:59]=[CH:58][C:57]=2[CH:64]2[CH2:73][CH2:72][C:71]3[C:66](=[CH:67][CH:68]=[C:69]([O:74][CH3:75])[CH:70]=3)[CH2:65]2)=[CH:32][C:31]=1[F:39])([CH3:25])[CH3:24]

Participants

4

Reactant 3

HCID 230872055-Methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamineHCID 66625658HCID 66625658, compoundHCID 66626983HCID 66626983, compound

Product 1

HCID 66626227HCID 66626227, compound

Procedure

Synthesized from 5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamine and 4-(2-diisopropylaminoethoxy)-3-fluorobenzoic acid hydrochloride according to an analogous synthetic method to Example 152, [4-(2-diisopropylaminoethoxy)-3-fluorobenzyl][5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine (459 mg) was used according to an analogous synthetic method to Example 36 to provide [4-(2-diisopropylaminoethoxy)-3-fluorobenzyl]ethyl[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine (429 mg). This compound (427 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (303 mg).

Sources & evidence

ORD record
ord-810ba4156f6e45dc8a3564900f765df1
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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