4-(2-Pyrrolidin-1-ylethoxy)benzoic acid hydrochloride → HCID 57933929, compound

HRID 1950242Notes

Reaction equation

HRID 1950242 reaction equation
C(NC1C=CC=CC=1C1CCC2C(=CC=C(OC)C=2)C1)C.Cl.N1(CCOC2C=CC(C(O)=O)=CC=2)CCCC1.[CH2:40]([N:42]([C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][C:59]=1[CH:64]1[CH2:73][CH2:72][C:71]2[C:66](=[CH:67][CH:68]=[C:69]([O:74]C)[CH:70]=2)[CH2:65]1)[CH2:43][C:44]1[CH:49]=[CH:48][C:47]([O:50][CH2:51][CH2:52][N:53]2[CH2:57][CH2:56][CH2:55][CH2:54]2)=[CH:46][CH:45]=1)[CH3:41]>>[CH2:40]([N:42]([CH2:43][C:44]1[CH:49]=[CH:48][C:47]([O:50][CH2:51][CH2:52][N:53]2[CH2:57][CH2:56][CH2:55][CH2:54]2)=[CH:46][CH:45]=1)[C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][C:59]=1[CH:64]1[CH2:73][CH2:72][C:71]2[CH:70]=[C:69]([OH:74])[CH:68]=[CH:67][C:66]=2[CH2:65]1)[CH3:41]

Participants

4

Reactant 3

HCID 131748684-(2-Pyrrolidin-1-ylethoxy)benzoic acid hydrochlorideHCID 23087458Ethyl[2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amineHCID 23087472HCID 23087472, compound

Product 1

HCID 57933929HCID 57933929, compoundYield 70%

Procedure

Synthesized from ethyl[2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine and 4-(2-pyrrolidin-1-ylethoxy)benzoic acid hydrochloride according to an analogous synthetic method to Example 152, ethyl[2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl][4-(2-pyrrolidin-1-ylethoxy)benzyl]amine (446 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (303 mg).

Sources & evidence

ORD record
ord-a9b5f7c5b8084fa2b98e3efd3b0ec39b
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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