Diethylamine → 1-[4-Amino-5-chloro-2-(3,5-dimethoxybenzyloxy)phenyl]-5-diethylaminopentan-1-one

HRID 963346Notes

Reaction equation

C([NH:4][C:5]1[C:10]([Cl:11])=[CH:9][C:8]([C:12](=[O:18])[CH2:13][CH2:14][CH2:15][CH2:16]Cl)=[C:7]([O:19][CH2:20][C:21]2[CH:26]=[C:25]([O:27][CH3:28])[CH:24]=[C:23]([O:29][CH3:30])[CH:22]=2)[CH:6]=1)(=O)C.[NH:31]1[CH2:36][CH2:35]C[CH2:33][CH2:32]1.C(NCC)C>>[NH2:4][C:5]1[C:10]([Cl:11])=[CH:9][C:8]([C:12](=[O:18])[CH2:13][CH2:14][CH2:15][CH2:16][N:31]([CH2:36][CH3:35])[CH2:32][CH3:33])=[C:7]([O:19][CH2:20][C:21]2[CH:22]=[C:23]([O:29][CH3:30])[CH:24]=[C:25]([O:27][CH3:28])[CH:26]=2)[CH:6]=1

Participants

Reactant 3

HCID 8021Diethylamine

HCID 8082Piperidine

HCID 19081830HCID 19081830, compound

Product 1

HCID 190819561-[4-Amino-5-chloro-2-(3,5-dimethoxybenzyloxy)phenyl]-5-diethylaminopentan-1-one

Procedure

Proceeding as in Example 4, Step (c), but replacing 1-(4-acetylamino-5-chloro-2-methoxyphenyl)-5-chloropentan-1-one with 1-[4-acetylamino-5-chloro-2-(3,5-dimethoxybenzyloxy)phenyl]-5-chloropentan-1-one and piperidine with diethylamine, gave 1-[4-amino-5-chloro-2-(3,5-dimethoxybenzyloxy)phenyl]-5-diethylaminopentan-1-one, m.p. 105°-107° C.

Sources & evidence

ORD record: ord-be0661b702054331b74ece9499c15dfd
Source dataset: uspto-grants-1998_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05763458

Reaction notes

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