Diisopropylethylamine → HCID 69433927, compound

HRID 1592827Notes

Reaction equation

HRID 1592827 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C@@H:9]([S:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C@@H:10]1[O:15][CH2:14][CH2:13][N:12](CC2C=CC=CC=2)[CH2:11]1.CCN(C(C)C)C(C)C.ClC(OC(Cl)C)=O>>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C@@H:9]([S:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[C@@H:10]1[O:15][CH2:14][CH2:13][NH:12][CH2:11]1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 5213051-Chloroethyl chloroformateHCID 69433981HCID 69433981, compound

Product 1

HCID 69433927HCID 69433927, compoundYield 178.5%

Procedure

Debenzylation of (2R)-2-((R)-[2,5-dichlorophenyl][phenylthio]methyl)-4-benzylmorpholine (174 mg, 0.39 mmol) with polymer supported Hunig's base (0.20 g, 0.78 mmol) and α-chloroethyl chloroformate (111 mg, 0.78 mmol) following the procedure described in example 1(iv) gave after SCX chromatography the product as an oil (136 mg).

Sources & evidence

ORD record
ord-fcbcb3c5552d46b2b7e67314edf9e4ae
Source dataset
uspto-grants-2007_11
Patent number
US07294623B2

Reaction notes

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