Hydrochloric Acid → HCID 86604296, compound

HRID 736951Notes

Reaction equation

HRID 736951 reaction equation
O.[OH-].[Li+].[NH2:4][C:5]1[C:37]([C:38]([F:41])([F:40])[F:39])=[CH:36][C:8]([CH2:9][C@@H:10]([CH2:15][C:16](=[O:35])[N:17]2[CH2:22][CH2:21][CH:20]([N:23]3[CH2:29][CH2:28][C:27]4[CH:30]=[CH:31][CH:32]=[CH:33][C:26]=4[NH:25][C:24]3=[O:34])[CH2:19][CH2:18]2)[C:11]([O:13]C)=[O:12])=[CH:7][C:6]=1[C:42]([F:45])([F:44])[F:43].Cl>O.C1COCC1>[NH2:4][C:5]1[C:6]([C:42]([F:43])([F:44])[F:45])=[CH:7][C:8]([CH2:9][C@@H:10]([CH2:15][C:16](=[O:35])[N:17]2[CH2:22][CH2:21][CH:20]([N:23]3[CH2:29][CH2:28][C:27]4[CH:30]=[CH:31][CH:32]=[CH:33][C:26]=4[NH:25][C:24]3=[O:34])[CH2:19][CH2:18]2)[C:11]([OH:13])=[O:12])=[CH:36][C:37]=1[C:38]([F:41])([F:40])[F:39]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 86604297HCID 86604297, compound

Product 1

HCID 86604296HCID 86604296, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 0.72 g (16.75 mmol) lithium hydroxide hydrate in 30 mL water was added to a solution of 6.7 g (11.16 mmol) methyl (S)-2-(4-amino-3,5-bis-trifluoromethyl-benzyl)-4-oxo-4-[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-yl]-butanoate in 50 mL THF at RT and the reaction mixture was stirred for 5 h at RT. The THF was eliminated i. vac., the aqueous solution cooled to 10° C. and adjusted to pH 1 with conc. HCl, during which time the product was precipitated. This was suction filtered and dried at 65° C. The dried substance was combined with 300 mL diisopropylether, stirred overnight, suction filtered, washed with diisopropylether and dried.

Workup

  1. temperature, the aqueous solution cooled to 10° C.
  2. customwas precipitated
  3. filtrationThis was suction filtered
  4. customdried at 65° C
  5. stirringstirred overnight
  6. filtrationsuction filtered
  7. washwashed with diisopropylether
  8. customdried

Sources & evidence

ORD record
ord-c1c81e22dbd24be8a8c7c0a265d7b6cf
Source dataset
uspto-grants-2009_09
Patent number
US07595312B2

Reaction notes

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