Hydrochloric Acid → HCID 57807394, compound

HRID 2106540Notes

Reaction equation

HRID 2106540 reaction equation
[Li+].[OH-:2].[O:3]=[C:4]1[N:10]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C@H:20]([CH2:42][C:43]3[CH:48]=[C:47]([C:49]([F:52])([F:51])[F:50])[C:46]([NH2:53])=[C:45]([Cl:54])[CH:44]=3)[C:21]([N:23]3[CH2:28][CH2:27][N:26]([C:29]4([CH3:41])[CH2:34][CH2:33][N:32](OCC)[CH:31](C)[C:30]4=C=O)[CH2:25][CH2:24]3)=[O:22])=[O:18])[CH2:13][CH2:12]2)[CH2:9][CH2:8][C:7]2[CH:55]=[CH:56][CH:57]=[CH:58][C:6]=2[NH:5]1.Cl.[CH2:60]1[CH2:64][O:63]CC1>O>[O:3]=[C:4]1[N:10]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C@H:20]([CH2:42][C:43]3[CH:48]=[C:47]([C:49]([F:52])([F:50])[F:51])[C:46]([NH2:53])=[C:45]([Cl:54])[CH:44]=3)[C:21]([N:23]3[CH2:28][CH2:27][N:26]([C:29]4([CH3:41])[CH2:30][CH2:31][N:32]([CH2:60][C:64]([OH:2])=[O:63])[CH2:33][CH2:34]4)[CH2:25][CH2:24]3)=[O:22])=[O:18])[CH2:13][CH2:12]2)[CH2:9][CH2:8][C:7]2[CH:55]=[CH:56][CH:57]=[CH:58][C:6]=2[NH:5]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 86611126HCID 86611126, compound

Product 1

HCID 57807394HCID 57807394, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 10.0 mg (0.42 mmol) LiOH in 5 mL water was added to 100 mg (0.12 mmol) (R)-1-(4-amino-3-chloro-5-trifluoromethyl-benzyl)-2-[4-(1-ethoxy-carbonyl-methyl-4-methyl-piperidin-4-yl)-piperazin-1-yl]-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate in 10 mL THF and the reaction mixture was stirred for 3 h at RT. 0.42 mL (0.42 mmol) 1 M HCl were added and the mixture was evaporated down i. vac. The residue was taken up in a little DCM/MeOH (1:1), filtered through a little silica gel and eluted with DCM/MeOH (1:1). The filtrate was evaporated down i. vac. and dried under a high vacuum.

Workup

  1. customthe mixture was evaporated down i
  2. filtrationfiltered through a little silica gel
  3. washeluted with DCM/MeOH (1:1)
  4. customThe filtrate was evaporated down i
  5. customand dried under a high vacuum

Sources & evidence

ORD record
ord-20f838762d904b24be54456bb402b2e4
Source dataset
uspto-grants-2009_08
Patent number
US07579341B2

Reaction notes

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