HCID 17952254, compound → HCID 69410731, compound

HRID 1592780Notes

Reaction equation

HRID 1592780 reaction equation
C(O[C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[CH2:20][N:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)[CH2:10][CH2:9]1)=[O:7])(C)(C)C.C(OC([N:33]1[CH:42]([CH2:43][N:44]([CH2:57][CH2:58][O:59][CH3:60])[CH:45]([CH2:49][C:50]2[CH:55]=[CH:54][C:53]([Cl:56])=[CH:52][CH:51]=2)C([O-])=O)[CH2:41][C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH2:34]1)=O)(C)(C)C.[Li+]>>[ClH:56].[ClH:56].[ClH:56].[ClH:56].[Cl:56][C:53]1[CH:52]=[CH:51][C:50]([CH2:49][CH:45]([N:44]([CH2:57][CH2:58][O:59][CH3:60])[CH2:43][CH:42]2[CH2:41][C:40]3[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=3)[CH2:34][NH:33]2)[C:6]([N:8]2[CH2:9][CH2:10][N:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[CH2:20][N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)[CH2:12][CH2:13]2)=[O:7])=[CH:55][CH:54]=1

Participants

3

Reactant 2

HCID 17952254HCID 17952254, compoundHCID 23667318HCID 23667318, compound

Product 1

HCID 69410731HCID 69410731, compound

Procedure

4-(2-Pyrrolidin-1-ylmethyl-phenyl)-piperazine-1-carboxylic acid t-butyl ester was deprotected and then the resulting amine hydrochloride (0.10 gm, 0.30 mmol) was coupled with lithium 2-[(2-tert-butoxycarbonyl-1,2,3,4-tetrahydro-isoquinolin-3-ylmethyl)-(2-methoxy-ethyl)-amino]-3-(4-chloro-phenyl)-propionate (0.23 gm, 0.45 mmol). The mixture was chromatographed to obtain the crude coupled product [MS (m/z, ES+): 730.4], which was deprotected to give about 0.068 g of the final compound as brown solids. MS (m/z, ES+): 630.3

Workup

  1. customThe mixture was chromatographed
  2. customto obtain the crude

Sources & evidence

ORD record
ord-978bcd723fc143caa267fb07c46440e8
Source dataset
uspto-grants-2007_11
Patent number
US07291619B2

Reaction notes

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