1-Piperazinecarboxylic acid, ethyl ester → HCID 87950499, compound

HRID 2228447Notes

Reaction equation

HRID 2228447 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][C:14]([C:16]2[CH:21]=[CH:20][C:19](F)=[CH:18][CH:17]=2)=[O:15])=[CH:8][CH:7]=1)=[O:4].C(OC(N1CCNCC1)=O)C.[C:36]([O:40][C:41]([N:43]1[CH2:48][CH2:47][NH:46][CH2:45][CH2:44]1)=[O:42])([CH3:39])([CH3:38])[CH3:37]>>[C:36]([O:40][C:41]([N:43]1[CH2:48][CH2:47][N:46]([C:19]2[CH:20]=[CH:21][C:16]([C:14](=[O:15])[CH2:13][CH2:12][C:9]3[CH:10]=[CH:11][C:6]([NH:5][C:3](=[O:4])[C:2]([F:24])([F:23])[F:1])=[CH:7][CH:8]=3)=[CH:17][CH:18]=2)[CH2:45][CH2:44]1)=[O:42])([CH3:39])([CH3:37])[CH3:38]

Participants

4

Reactant 3

HCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 143452tert-Butyl piperazine-1-carboxylateHCID 18469988HCID 18469988, compound

Product 1

HCID 87950499HCID 87950499, compoundYield 64%

Procedure

Similarly following the procedure described in Example 5, but substituting 3-(4-amino-phenyl)-1-(4-fluorophenyl)propan-1-one with 2,2,2-trifluoro-N-{4-[3-(4-fluorophenyl)-3-oxopropyl]phenyl}acetamide, and 1-ethoxycarbonylpiperazine with 1-tert-butoxycarbonylpiperazine in Example 5a, gave the title compound as a beige colored solid (64%). The product was used in the next step without further purification.

Sources & evidence

ORD record
ord-0ade96ce05ac475c9c8968eec024831a
Source dataset
uspto-grants-2002_07
Patent number
US06417186B1

Reaction notes

Loading…