Lithium hydroxide, monohydrate → HCID 68591673, compound

HRID 736933Notes

Reaction equation

HRID 736933 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([CH2:12][C@@H:13]([NH:19][C:20]([N:22]2[CH2:27][CH2:26][CH:25]([N:28]3[CH2:34][CH2:33][C:32]4[CH:35]=[CH:36][CH:37]=[CH:38][C:31]=4[NH:30][C:29]3=[O:39])[CH2:24][CH2:23]2)=[O:21])[C:14]([O:16]CC)=[O:15])=[CH:4][C:3]=1[Cl:40].O.[OH-].[Li+]>C1COCC1.O.Cl>[NH2:1][C:2]1[C:7]([C:8]([F:10])([F:11])[F:9])=[CH:6][C:5]([CH2:12][C@@H:13]([NH:19][C:20]([N:22]2[CH2:23][CH2:24][CH:25]([N:28]3[CH2:34][CH2:33][C:32]4[CH:35]=[CH:36][CH:37]=[CH:38][C:31]=4[NH:30][C:29]3=[O:39])[CH2:26][CH2:27]2)=[O:21])[C:14]([OH:16])=[O:15])=[CH:4][C:3]=1[Cl:40]

Participants

6

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 68591547HCID 68591547, compound

Product 1

HCID 68591673HCID 68591673, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent3×HCID 8028TetrahydrofuranSolvent3×

Procedure

To a suspension of 6.0 g (10.31 mmol) ethyl (R)-3-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-{[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-carbonyl]-amino}-propionate in 50 mL THF was added a solution of 0.64 g (15 mmol) lithium hydroxide hydrate in 100 mL of water. A further 100 mL each of water and THF were added to this suspension, and after 5 min a solution was formed. It was stirred for 1 h at RT, the THF was eliminated i.vac., diluted with 100 mL of water and 1 M HCl was added dropwise while cooling with ice until an acidic reaction was obtained. The substance precipitated was filtered, washed with water and dried in the air.

Workup

  1. customafter 5 min a solution was formed
  2. additionwas added dropwise
  3. temperaturewhile cooling with ice until an acidic reaction
  4. customwas obtained
  5. customThe substance precipitated
  6. filtrationwas filtered
  7. washwashed with water
  8. customdried in the air

Sources & evidence

ORD record
ord-b0ee08f8f7ef4b368898cbac01f74ee4
Source dataset
uspto-grants-2009_09
Patent number
US07595312B2

Reaction notes

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