Ethyl [4,4′-bipiperidine]-1-acetate → (R)-1-(4-amino-3-chloro-5-trifluoromethyl-benzyl)-2-(1'-ethoxycarbonyl methyl-4,4'-bipiperidinyl-1-yl)-2-oxo-ethyl 4-(7-methoxy-2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate

HRID 2267249Notes

Reaction equation

HRID 2267249 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:12][C:11](=[O:13])[N:10]([CH:14]3[CH2:19][CH2:18][N:17]([C:20]([O:22][C@@H:23]([C:37]([OH:39])=O)[CH2:24][C:25]4[CH:30]=[C:29]([C:31]([F:34])([F:33])[F:32])[C:28]([NH2:35])=[C:27]([Cl:36])[CH:26]=4)=[O:21])[CH2:16][CH2:15]3)[CH2:9][CH2:8][C:7]=2[CH:40]=1.[CH2:41]([O:43][C:44](=[O:58])[CH2:45][N:46]1[CH2:51][CH2:50][CH:49]([CH:52]2[CH2:57][CH2:56][NH:55][CH2:54][CH2:53]2)[CH2:48][CH2:47]1)[CH3:42]>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:12][C:11](=[O:13])[N:10]([CH:14]3[CH2:15][CH2:16][N:17]([C:20]([O:22][C@H:23]([CH2:24][C:25]4[CH:30]=[C:29]([C:31]([F:32])([F:33])[F:34])[C:28]([NH2:35])=[C:27]([Cl:36])[CH:26]=4)[C:37]([N:55]4[CH2:54][CH2:53][CH:52]([CH:49]5[CH2:48][CH2:47][N:46]([CH2:45][C:44]([O:43][CH2:41][CH3:42])=[O:58])[CH2:51][CH2:50]5)[CH2:57][CH2:56]4)=[O:39])=[O:21])[CH2:18][CH2:19]3)[CH2:9][CH2:8][C:7]=2[CH:40]=1

Participants

3

Reactant 2

HCID 22945803Ethyl [4,4′-bipiperidine]-1-acetateHCID 66941519(R)-2-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-1-carboxy-ethyl 4-(7-methoxy-2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate

Product 1

HCID 16045966(R)-1-(4-amino-3-chloro-5-trifluoromethyl-benzyl)-2-(1'-ethoxycarbonyl methyl-4,4'-bipiperidinyl-1-yl)-2-oxo-ethyl 4-(7-methoxy-2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate

Procedure

Prepared analogously to Example 9 from 100 mg (0.17 mmol) (R)-2-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-1-carboxy-ethyl 4-(7-methoxy-2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate and 48 mg (0.19 mmol) ethyl[4,4′]bipiperidinyl-1-yl-acetate.

Sources & evidence

ORD record
ord-546425e840b443818bf958fc5ed7e70e
Source dataset
uspto-grants-2010_12
Patent number
US07858622B2

Reaction notes

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