4-(2-Azepan-1-ylethoxy)benzoic acid hydrochloride → HCID 66627873, compound

HRID 1950271Notes

Reaction equation

HRID 1950271 reaction equation
COC1C=CC(C2CC3C(=CC(OC)=CC=3)OC2(C)C)=C(N)C=1.Cl.[N:25]1([CH2:32][CH2:33][O:34][C:35]2[CH:43]=[CH:42][C:38]([C:39](O)=O)=[CH:37][CH:36]=2)[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1.N1(CCOC2C=C[C:57]([CH2:58][NH:59][C:60]3[CH:65]=[C:64]([O:66][CH3:67])[CH:63]=[CH:62][C:61]=3[CH:68]3[CH2:77][C:76]4[C:71](=[CH:72][C:73]([O:78][CH3:79])=[CH:74][CH:75]=4)[O:70][C:69]3([CH3:81])[CH3:80])=CC=2)CCCCCC1>>[N:25]1([CH2:32][CH2:33][O:34][C:35]2[CH:43]=[CH:42][C:38]([CH2:39][N:59]([CH2:58][CH3:57])[C:60]3[CH:65]=[C:64]([O:66][CH3:67])[CH:63]=[CH:62][C:61]=3[CH:68]3[CH2:77][C:76]4[C:71](=[CH:72][C:73]([O:78][CH3:79])=[CH:74][CH:75]=4)[O:70][C:69]3([CH3:80])[CH3:81])=[CH:37][CH:36]=2)[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1

Participants

4

Reactant 3

HCID 131748704-(2-Azepan-1-ylethoxy)benzoic acid hydrochlorideHCID 23087364HCID 23087364, compoundHCID 66626342HCID 66626342, compound

Product 1

HCID 66627873HCID 66627873, compound

Procedure

Synthesized from 5-methoxy-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][5-methoxy-2-(7-methoxy-2,2-dimethylchroman-3-yl)phenyl]amine (493 mg) was used according to an analogous synthetic method to Example 36 to provide [4-(2-azepan-1-ylethoxy)benzyl]ethyl[5-methoxy-2-(7-methoxy-2,2-dimethylchroman-3-yl)phenyl]amine (504 mg). This compound (502 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (380 mg).

Sources & evidence

ORD record
ord-e3dcf65712854f569db05b429a14f316
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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