4-(2-Azepan-1-ylethoxy)benzoic acid hydrochloride → HCID 66627213, compound

HRID 1950272Notes

Reaction equation

HRID 1950272 reaction equation
COC1C=C2C(CC(C3C=CC=CC=3N)C(C)(C)O2)=CC=1.Cl.[N:23]1([CH2:30][CH2:31][O:32][C:33]2[CH:41]=[CH:40][C:36]([C:37](O)=O)=[CH:35][CH:34]=2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1.N1(CCOC2C=C[C:55]([CH2:56][NH:57][C:58]3[CH:63]=[CH:62][CH:61]=[CH:60][C:59]=3[CH:64]3[CH2:73][C:72]4[C:67](=[CH:68][C:69]([O:74][CH3:75])=[CH:70][CH:71]=4)[O:66][C:65]3([CH3:77])[CH3:76])=CC=2)CCCCCC1>>[N:23]1([CH2:30][CH2:31][O:32][C:33]2[CH:41]=[CH:40][C:36]([CH2:37][N:57]([CH2:56][CH3:55])[C:58]3[CH:63]=[CH:62][CH:61]=[CH:60][C:59]=3[CH:64]3[CH2:73][C:72]4[C:67](=[CH:68][C:69]([O:74][CH3:75])=[CH:70][CH:71]=4)[O:66][C:65]3([CH3:76])[CH3:77])=[CH:35][CH:34]=2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

4

Reactant 3

HCID 131748704-(2-Azepan-1-ylethoxy)benzoic acid hydrochlorideHCID 23087080HCID 23087080, compoundHCID 66626444HCID 66626444, compound

Product 1

HCID 66627213HCID 66627213, compound

Procedure

Synthesized from 2-(7-methoxy-2,2-dimethylchroman-3-yl)phenylamine and 4-(2-azepan-1-ylethoxy)benzoic acid hydrochloride according to an analogous synthetic method to Example 152, [4-(2-azepan-1-ylethoxy)benzyl][2-(7-methoxy-2,2-dimethylchroman-3-yl)phenyl]amine (473 mg) was used according to an analogous synthetic method to Example 36 to provide [4-(2-azepan-1-ylethoxy)benzyl]ethyl[2-(7-methoxy-2,2-dimethylchroman-3-yl)phenyl]amine (472 mg). This compound (470 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (200 mg).

Sources & evidence

ORD record
ord-4fc70b02f296437981bfa615a733ff77
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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