2H-Azepine, 3,4,5,6-tetrahydro-7-methoxy- → N-[(1R,2R)-2-cyclohexylcyclopentyl]piperidin-2-imine;hydrochloride

HRID 262003

Reaction equation

[ClH:1].[C:2]1([C@H:8]2[CH2:12][CH2:11][CH2:10][C@H:9]2[NH2:13])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.COC1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:22]=1.Cl.C1([C@H]2CCC[C@H]2N)CCCCC1.COC1CCCCN=1>>[ClH:1].[CH:2]1([C@H:8]2[CH2:12][CH2:11][CH2:10][C@H:9]2[N:13]=[C:21]2[CH2:20][CH2:19][CH2:18][CH2:17][NH:22]2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

Reactant 4

HCID 756572H-Azepine, 3,4,5,6-tetrahydro-7-methoxy-

HCID 138567o-Methylvalerolactim

HCID 70050481cis-2-Cyclohexylcyclopentylamine hydrochloride

HCID 70051154rac-(1R,2R)-2-phenylcyclopentan-1-amine hydrochloride

Product 1

HCID 145795656N-[(1R,2R)-2-cyclohexylcyclopentyl]piperidin-2-imine;hydrochloride

Procedure

Following the procedure of Example 1, only substituting for cis-2-phenylcyclopentylamine hydrochloride and O-methylcaprolactim, appropriate amounts of cis-2-(cyclohexyl)cyclopentylamine hydrochloride and O-methylvalerolactim respectively the desired product was obtained. M.P. 195.5°-197° C.

Sources & evidence

ORD record: ord-dd6c3bce4f6d4061ae5e6c21df4adbfc
Source dataset: uspto-grants-1979_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04153235

Linked notes

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