Lithium hydroxide, monohydrate → HCID 68591673, compound

HRID 2116685Notes

Reaction equation

HRID 2116685 reaction equation
O.[OH-].[Li+].[NH2:4][C:5]1[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][C:8]([CH2:15][C@@H:16]([NH:22][C:23]([N:25]2[CH2:30][CH2:29][CH:28]([N:31]3[CH2:37][CH2:36][C:35]4[CH:38]=[CH:39][CH:40]=[CH:41][C:34]=4[NH:33][C:32]3=[O:42])[CH2:27][CH2:26]2)=[O:24])[C:17]([O:19]CC)=[O:18])=[CH:7][C:6]=1[Cl:43]>O.C1COCC1.Cl>[NH2:4][C:5]1[C:10]([C:11]([F:13])([F:14])[F:12])=[CH:9][C:8]([CH2:15][C@@H:16]([NH:22][C:23]([N:25]2[CH2:26][CH2:27][CH:28]([N:31]3[CH2:37][CH2:36][C:35]4[CH:38]=[CH:39][CH:40]=[CH:41][C:34]=4[NH:33][C:32]3=[O:42])[CH2:29][CH2:30]2)=[O:24])[C:17]([OH:19])=[O:18])=[CH:7][C:6]=1[Cl:43]

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

A solution of 0.64 g (15 mmol) lithium hydroxide hydrate in 100 mL water was added 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-benzdiazepin-3-yl)-piperidine-1-carbonyl]-amino}-propionate in 50 mL THF. In each case 100 mL water and THF were again added to this suspension, and a solution formed after 5 min. This was stirred for 1 hour at RT, the THF was eliminated i.vac., the remainder was diluted with 100 mL water and 1 M aqueous hydrochloric acid solution was added dropwise while cooling with ice until an acid reaction was obtained. The precipitated substance was filtered, washed with water and dried in the air.

Workup

  1. customa solution formed after 5 min
  2. additionwas added dropwise
  3. temperaturewhile cooling with ice until an acid reaction
  4. customwas obtained
  5. filtrationThe precipitated substance was filtered
  6. washwashed with water
  7. customdried in the air

Sources & evidence

ORD record
ord-7a05545e1b19437a929bee7c49717943
Source dataset
uspto-grants-2008_10
Patent number
US07439237B2

Reaction notes

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