Ethyl 4-piperidinecarboxylate → HCID 90370065, compound

HRID 2176020Notes

Reaction equation

HRID 2176020 reaction equation
Cl[CH2:2][C:3]([N:5]([CH2:11][C:12]1[CH:13]=[C:14]([CH:48]=[CH:49][CH:50]=1)[C:15]([NH:17][C:18]1[S:19][C:20]2[CH2:47][CH2:46][CH2:45][CH2:44][C:21]=2[C:22]=1[C:23]([NH:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][CH2:33][C:34]2[CH:43]=[CH:42][C:37]([C:38]([O:40][CH3:41])=[O:39])=[CH:36][CH:35]=2)=[CH:28][CH:27]=1)=[O:24])=[O:16])[CH:6]([CH2:9][CH3:10])[CH2:7][CH3:8])=[O:4].[NH:51]1[CH2:61][CH2:60][CH:54]([C:55]([O:57][CH2:58][CH3:59])=[O:56])[CH2:53][CH2:52]1>>[CH3:41][O:40][C:38]([C:37]1[CH:42]=[CH:43][C:34]([CH2:33][CH2:32][C:29]2[CH:30]=[CH:31][C:26]([NH:25][C:23]([C:22]3[C:21]4[CH2:44][CH2:45][CH2:46][CH2:47][C:20]=4[S:19][C:18]=3[NH:17][C:15]([C:14]3[CH:13]=[C:12]([CH:50]=[CH:49][CH:48]=3)[CH2:11][N:5]([CH:6]([CH2:9][CH3:10])[CH2:7][CH3:8])[C:3](=[O:4])[CH2:2][N:51]3[CH2:61][CH2:60][CH:54]([C:55]([O:57][CH2:58][CH3:59])=[O:56])[CH2:53][CH2:52]3)=[O:16])=[O:24])=[CH:27][CH:28]=2)=[CH:35][CH:36]=1)=[O:39]

Participants

3

Reactant 2

HCID 70770Ethyl 4-piperidinecarboxylateHCID 90370220HCID 90370220, compound

Product 1

HCID 90370065HCID 90370065, compoundYield 87.9%

Procedure

By using 370 mg of methyl 4-(2-{4-[({2-[(3-{[(chloroacetyl)(pentan-3-yl)amino]methyl}benzoyl)amino]-4,5,6,7-tetrahydro-1-benzothiophen-3-yl}carbonyl)amino]phenyl}ethyl)benzoate and 400 mg of ethyl isonipecotate, the reaction similar to Preparation Example 30 was performed, thereby obtaining 380 mg of ethyl 1-(2-{[3-({3-[(4-{2-[4-(methoxycarbonyl)phenyl]ethyl}phenyl)carbamoyl]-4,5,6,7-tetrahydro-1-benzothiophen-2-yl}carbamoyl)benzyl](pentan-3-yl)amino}-2-oxoethyl)piperidine-4-carboxylate.

Workup

  1. customthe reaction
  2. customsimilar to Preparation Example 30

Sources & evidence

ORD record
ord-c5a0d1b583374393b5cd68c259a18733
Source dataset
uspto-grants-2015_06
Patent number
US09062032B2

Reaction notes

Loading…