4-(2-Azepan-1-ylethoxy)benzoic acid hydrochloride → HCID 66626790, compound

HRID 1950286Notes

Reaction equation

HRID 1950286 reaction equation
COC1C=C(N2CCC(C3C=CC=CC=3N)C2)C=CC=1.Cl.[N:22]1([CH2:29][CH2:30][O:31][C:32]2[CH:40]=[CH:39][C:35]([C:36](O)=O)=[CH:34][CH:33]=2)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1.N1(CCOC2C=C[C:54]([CH2:55][NH:56][C:57]3[CH:62]=[CH:61][CH:60]=[CH:59][C:58]=3[CH:63]3[CH2:67][CH2:66][N:65]([C:68]4[CH:73]=[CH:72][CH:71]=[C:70]([O:74][CH3:75])[CH:69]=4)[CH2:64]3)=CC=2)CCCCCC1>>[N:22]1([CH2:29][CH2:30][O:31][C:32]2[CH:40]=[CH:39][C:35]([CH2:36][CH2:54][CH2:55][NH:56][C:57]3[CH:62]=[CH:61][CH:60]=[CH:59][C:58]=3[CH:63]3[CH2:67][CH2:66][N:65]([C:68]4[CH:73]=[CH:72][CH:71]=[C:70]([O:74][CH3:75])[CH:69]=4)[CH2:64]3)=[CH:34][CH:33]=2)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

4

Reactant 3

HCID 131748704-(2-Azepan-1-ylethoxy)benzoic acid hydrochlorideHCID 57934104HCID 57934104, compoundHCID 66627910HCID 66627910, compound

Product 1

HCID 66626790HCID 66626790, compound

Procedure

Synthesized from 2-[1-(3-methoxyphenyl)pyrrolidin-3-yl]phenylamine and 4-(2-azepan-1-ylethoxy)benzoic acid hydrochloride according to an analogous method to Example 152, synthetic [4-(2-azepan-1-ylethoxy)benzyl]{2-[1-(3-methoxyphenyl)pyrrolidin-3-yl]phenyl}amine (180 mg) was used according to an analogous synthetic method to Example 36 to provide [4-(2-azepan-1-ylethoxy)benzyl]ethyl {2-[1-(3-methoxyphenyl)pyrrolidin-3-yl]phenyl}amine (153 mg). The total amount of this compound was used according to an analogous synthetic method to Example 111 to provide the title compound (140 mg).

Sources & evidence

ORD record
ord-f3ffcf0547e040d98161ceaada6a3e98
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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