Triethylamine → (R)-1-(4-hydroxy-3,5-dimethyl-benzyl)-2-(4-methoxy-1,4'-bipiperidinyl-1'-yl)-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate

HRID 730654Notes

Reaction equation

HRID 730654 reaction equation
[O:1]=[C:2]1[N:8]([CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C@@H:18]([C:29]([OH:31])=O)[CH2:19][C:20]3[CH:25]=[C:24]([CH3:26])[C:23]([OH:27])=[C:22]([CH3:28])[CH:21]=3)=[O:16])[CH2:11][CH2:10]2)[CH2:7][CH2:6][C:5]2[CH:32]=[CH:33][CH:34]=[CH:35][C:4]=2[NH:3]1.C(N(CC)CC)C.[CH3:43][O:44][CH:45]1[CH2:50][CH2:49][N:48]([CH:51]2[CH2:56][CH2:55][NH:54][CH2:53][CH2:52]2)[CH2:47][CH2:46]1>>[O:1]=[C:2]1[N:8]([CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C@H:18]([CH2:19][C:20]3[CH:25]=[C:24]([CH3:26])[C:23]([OH:27])=[C:22]([CH3:28])[CH:21]=3)[C:29]([N:54]3[CH2:53][CH2:52][CH:51]([N:48]4[CH2:49][CH2:50][CH:45]([O:44][CH3:43])[CH2:46][CH2:47]4)[CH2:56][CH2:55]3)=[O:31])=[O:16])[CH2:11][CH2:10]2)[CH2:7][CH2:6][C:5]2[CH:32]=[CH:33][CH:34]=[CH:35][C:4]=2[NH:3]1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 433730034-Methoxy-1,4'-bipiperidineHCID 67273812HCID 67273812, compound

Product 1

HCID 16124419(R)-1-(4-hydroxy-3,5-dimethyl-benzyl)-2-(4-methoxy-1,4'-bipiperidinyl-1'-yl)-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate

Procedure

Prepared analogously to Example 1i from 80 mg (0.17 mmol) (R)-2-(4-hydroxy-3,5-dimethyl-phenyl)-1-carboxy-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate, 77 μL (0.55 mmol) triethylamine and 46 mg (0.17 mmol) 4-methoxy-[1,4′]bipiperidinyl (used as the bis-hydrochloride salt).

Sources & evidence

ORD record
ord-01475e8d8c144dc587d45e3118febde5
Source dataset
uspto-grants-2009_09
Patent number
US07582625B2

Reaction notes

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