1,2-Dichloroethane → HCID 57889031, compound

HRID 1016212Notes

Reaction equation

HRID 1016212 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-b16cdd33ec0849d787059b24c43836f0
Source dataset
uspto-grants-2011_07
Patent number
US07985861B2

Reaction notes

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