Water → HCID 70238093, compound

HRID 651549Notes

Reaction equation

HRID 651549 reaction equation
C(N(CC)CC)C.[N:8]1([CH:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.[C:20](=O)([O:60]C1C=CC([N+]([O-])=O)=CC=1)[O:21][C:22]1[C:27]([O:28][CH3:29])=[CH:26][C:25]([C@H:30]2[C@@H:42]3[CH2:43][O:44][C:45](=[O:46])[C@H:41]3[C@@H:40]([O:47][C:48]([NH:50][C:51]3[CH:56]=[CH:55][C:54]([F:57])=[CH:53][CH:52]=3)=[O:49])[C:39]3[C:31]2=[CH:32][C:33]2[O:37][CH2:36][O:35][C:34]=2[CH:38]=3)=[CH:24][C:23]=1[O:58][CH3:59].O>ClCCl>[N:8]1([CH:14]2[CH2:19][CH2:18][N:17]([C:20]([O:21][C:22]3[C:27]([O:28][CH3:29])=[CH:26][C:25]([C@H:30]4[C@@H:42]5[CH2:43][O:44][C:45](=[O:46])[C@H:41]5[C@@H:40]([O:47][C:48]([NH:50][C:51]5[CH:56]=[CH:55][C:54]([F:57])=[CH:53][CH:52]=5)=[O:49])[C:39]5[C:31]4=[CH:32][C:33]4[O:37][CH2:36][O:35][C:34]=4[CH:38]=5)=[CH:24][C:23]=3[O:58][CH3:59])=[O:60])[CH2:16][CH2:15]2)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 786071,4'-BipiperidineHCID 70236820HCID 70236820, compound

Product 1

HCID 70238093HCID 70238093, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.87 mmol of triethylamine and 0.87 mmol of 4-piperidino-piperidine are added, under an argon atmosphere, to a solution of 0.56 mmol of the compound of Example 23 in 20 ml of anhydrous dichloromethane. After 2 hours, 20 ml of water are added to the reaction mixture. After extraction with dichloromethane, washing, drying, filtration, and concentration of the organic phases under reduced pressure, chromatography on silica gel (dichloromethane, methanol: 95/5) enables the expected product to be isolated.

Workup

  1. extractionAfter extraction with dichloromethane
  2. washwashing
  3. customdrying
  4. filtrationfiltration, and concentration of the organic phases under reduced pressure, chromatography on silica gel (dichloromethane, methanol: 95/5)
  5. customto be isolated

Sources & evidence

ORD record
ord-2266af8ed01c4aebac9d87e5e402eff8
Source dataset
uspto-grants-2001_08
Patent number
US06281198B1

Reaction notes

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