Tetrahydrofuran → HCID 68579123, compound

HRID 644341Notes

Reaction equation

HRID 644341 reaction equation
C1COCC1.[O:6]=[C:7]1[N:19]([CH:20]2[CH2:25][CH2:24][N:23]([C:26]([NH:28][C@H:29]([CH2:35][C:36]3[CH:45]=[CH:44][C:43]4[CH2:42][CH2:41][CH2:40][CH2:39][C:38]=4[CH:37]=3)[C:30]([O:32]CC)=[O:31])=[O:27])[CH2:22][CH2:21]2)[C:10]2[CH:11]=[N:12][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[C:9]=2[NH:8]1.O.[OH-].[Li+]>O>[O:6]=[C:7]1[N:19]([CH:20]2[CH2:21][CH2:22][N:23]([C:26]([NH:28][C@H:29]([CH2:35][C:36]3[CH:45]=[CH:44][C:43]4[CH2:42][CH2:41][CH2:40][CH2:39][C:38]=4[CH:37]=3)[C:30]([OH:32])=[O:31])=[O:27])[CH2:24][CH2:25]2)[C:10]2[CH:11]=[N:12][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[C:9]=2[NH:8]1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 68580248HCID 68580248, compound

Product 1

HCID 68579123HCID 68579123, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 15 mL THF and 1.65 g (3.0 mmol) ethyl (R)-2-{[4-(2-oxo-1,2-dihydro-imidazo[4,5-c]quinolin-3-yl)-piperidine-1-carbonyl]-amino}-3-(5,6,7,8-tetrahydro-naphthalen-2-yl)-propionate was combined with a solution of 0.40 g (6.3 mmol) lithium hydroxide hydrate in 5 mL water and stirred overnight. The reaction mixture was evaporated down under reduced pressure, the residue was taken up in water and acidified by the addition of 1 M HCl. The precipitate was suction filtered and dried.

Workup

  1. customThe reaction mixture was evaporated down under reduced pressure
  2. additionacidified by the addition of 1 M HCl
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-dab8edab02c849ac9fa6852ff4eb292b
Source dataset
uspto-grants-2010_04
Patent number
US07700589B2

Reaction notes

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