Hydrochloric Acid → [1'-((R)-3-(3,4-diethyl-phenyl)-2-{[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carbonyl]-amino}-propionyl)-[4,4']bipiperidinyl-1-yl]-acetic Acid

HRID 644361Notes

Reaction equation

HRID 644361 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([CH2:11][C@@H:12]([NH:33][C:34]([N:36]2[CH2:41][CH2:40][CH:39]([N:42]3[CH2:48][CH2:47][C:46]4[CH:49]=[CH:50][CH:51]=[CH:52][C:45]=4[NH:44][C:43]3=[O:53])[CH2:38][CH2:37]2)=[O:35])[C:13]([N:15]2[CH2:20][CH2:19][CH:18]([CH:21]3[CH2:26][CH2:25][N:24]([CH2:27][C:28]([O:30]CC)=[O:29])[CH2:23][CH2:22]3)[CH2:17][CH2:16]2)=[O:14])[CH:6]=[CH:7][C:8]=1[CH2:9][CH3:10])[CH3:2].[OH-].[Na+].Cl>C1COCC1>[CH2:1]([C:3]1[CH:4]=[C:5]([CH2:11][C@@H:12]([NH:33][C:34]([N:36]2[CH2:41][CH2:40][CH:39]([N:42]3[CH2:48][CH2:47][C:46]4[CH:49]=[CH:50][CH:51]=[CH:52][C:45]=4[NH:44][C:43]3=[O:53])[CH2:38][CH2:37]2)=[O:35])[C:13]([N:15]2[CH2:20][CH2:19][CH:18]([CH:21]3[CH2:22][CH2:23][N:24]([CH2:27][C:28]([OH:30])=[O:29])[CH2:25][CH2:26]3)[CH2:17][CH2:16]2)=[O:14])[CH:6]=[CH:7][C:8]=1[CH2:9][CH3:10])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10485084ethyl [1'-((R)-3-(3,4-diethyl-phenyl)-2-{[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carbonyl]-amino}-propionyl)-[4,4']bipiperidinyl-1-yl]-acetate

Product 1

HCID 10078440[1'-((R)-3-(3,4-diethyl-phenyl)-2-{[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carbonyl]-amino}-propionyl)-[4,4']bipiperidinyl-1-yl]-acetic Acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 150 mg (0.21 mmol) ethyl [1′-((R)-3-(3,4-diethyl-phenyl)-2-{[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carbonyl]-amino}-propionyl)-[4,4′]bipiperidinyl-1-yl]-acetate, 20 mL THF and 2.5 mL 0.1 M NaOH was stirred for 12 h at RT. The organic solvent was eliminated under reduced pressure and the pH of the reaction mixture was adjusted to exactly 7.0 by the addition of 0.1 M HCl. The precipitate was suction filtered, washed with a little water and dried.

Workup

  1. filtrationfiltered
  2. washwashed with a little water
  3. customdried

Sources & evidence

ORD record
ord-e3e6d3639b8848e49a37a44d6e2e37bb
Source dataset
uspto-grants-2010_04
Patent number
US07700589B2

Reaction notes

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