1,2-Dichloroethane → HCID 57889031, compound

HRID 1820282Notes

Reaction equation

HRID 1820282 reaction equation
ClC1C=[CH:6][C:5]([C:8]2([OH:32])[CH2:13][CH2:12][N:11]([C:14](=[O:31])[C@H:15]([NH:19][C:20]([C:22]3[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=3)[C:25](O)=[O:26])=[O:21])[CH:16]([CH3:18])[CH3:17])[CH2:10]C2)=[CH:4]C=1.[CH:33]1[CH:34]=[CH:35][C:36]2N(O)N=N[C:37]=2[CH:38]=1.[CH2:43](Cl)[CH2:44]Cl.[ClH:47].[C:48]([O:51]NCC)(=[O:50])[CH3:49].CC[N:57](C(C)C)C(C)C>C(Cl)(Cl)Cl>[Cl:47][C:33]1[CH:34]=[CH:35][C:36]([C@@:8]2([OH:32])[CH2:13][CH2:12][N:11]([C:14](=[O:31])[C@H:15]([NH:19][C:20]([C:22]3[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=3)[C:25]([NH:57][CH2:49][C:48]([O:51][CH2:43][CH3:44])=[O:50])=[O:26])=[O:21])[CH:16]([CH3:17])[CH3:18])[CH2:10][C:5]2([CH3:4])[CH3:6])=[CH:37][CH:38]=1

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 57889150HCID 57889150, compoundHCID 131727663HCID 131727663, compound

Product 1

HCID 57889031HCID 57889031, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

(R)-3-(1-(4-(4-Chlorophenyl)-4-hydroxypiperidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamoyl)benzoic acid (30.5 mg, 0.06 mmol)), chloroform (1 mL), HOBT (9 mg, 0.06 mmol), EDC (20 mg, 0.13 mmol), ethylamino acetate hydrochloride, and DIPEA (32 mg, 0.25 mmol) was stirred at rt for 18 h. The product was purified directly via preparative reverse-phase HPLC.

Workup

  1. customThe product was purified directly via preparative reverse-phase HPLC

Sources & evidence

ORD record
ord-cdc4036bed294a02bab23a73607b1bda
Source dataset
uspto-grants-2009_10
Patent number
US07601844B2

Reaction notes

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