HCID 68829179, compound → HCID 11607016, compound

HRID 2099354Notes

Reaction equation

HRID 2099354 reaction equation
[Cl:1][C:2]1[CH:49]=[CH:48][C:5]([CH2:6][C@@H:7]([NH:32][CH:33]2[CH2:39][CH:38]3[N:40](C(OC(C)(C)C)=O)[CH:35]([CH2:36][CH2:37]3)[CH2:34]2)[C:8]([N:10]2[CH:15]3[CH2:16][CH2:17][CH:11]2[CH2:12][CH:13]([N:18]([CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)[C:19]([N:21]([CH2:24][CH3:25])[CH2:22][CH3:23])=[O:20])[CH2:14]3)=[O:9])=[CH:4][CH:3]=1>Cl.C(OCC)C>[ClH:1].[CH:38]12[NH:40][CH:35]([CH2:36][CH2:37]1)[CH2:34][CH:33]([NH:32][C@@H:7]([C:8]([N:10]1[CH:11]3[CH2:17][CH2:16][CH:15]1[CH2:14][CH:13]([N:18]([CH:26]1[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]1)[C:19]([N:21]([CH2:24][CH3:25])[CH2:22][CH3:23])=[O:20])[CH2:12]3)=[O:9])[CH2:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:49][CH:48]=1)[CH2:39]2

Participants

4

Reactant 1

HCID 68829179HCID 68829179, compound

Product 1

HCID 11607016HCID 11607016, compoundYield 125.7%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

0.21 g of tert-butyl 3-{[(1R)-1-(4-chlorobenzyl)-2-(3-{cyclohexyl[(diethylamino)carbonyl]amino}-8-azabicyclo[3.2.1]oct-8-yl)-2-oxoethyl]amino}-8-azabicyclo[3.2.1]octane-8-carboxylate is placed in 1.53 ml of 2N hydrochloric acid in diethyl ether. The reaction medium is stirred at ambient temperature overnight. Trituration, rinsing with diethyl ether, and filter-drying of the precipitate obtained are carried out. The crystals are then dried over P2O5 under reduced pressure. 0.12 g of N-[8-(N-8-azabicyclo[3.2.1]oct-3-yl-4-chloro-D-phenylalanyl)-8-azabicyclo[3.2.1]oct-3-yl]-N-cyclohexyl-N′,N′-diethylurea hydrochloride is obtained.

Workup

  1. washTrituration, rinsing with diethyl ether
  2. customfilter-drying of the precipitate
  3. customobtained
  4. dry with materialThe crystals are then dried over P2O5 under reduced pressure

Sources & evidence

ORD record
ord-fc85ee2fa58048b498286ac0095b11f3
Source dataset
uspto-grants-2009_08
Patent number
US07569582B2

Reaction notes

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