Oxalyl chloride → 1-Benzyl-4-(4,5-dibromo-thiophen-2-yl)-pyrrolidine-3-carbonyl chloride hydrochloride

HRID 1013361Notes

Reaction equation

FC(F)(F)C(O)=O.[CH2:8]([N:15]1[CH2:19][CH:18]([C:20]2[S:21][C:22]([Br:26])=[C:23]([Br:25])[CH:24]=2)[CH:17]([C:27]([OH:29])=O)[CH2:16]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(Cl)(=O)C([Cl:33])=O>C(Cl)Cl.CN(C=O)C>[ClH:33].[CH2:8]([N:15]1[CH2:19][CH:18]([C:20]2[S:21][C:22]([Br:26])=[C:23]([Br:25])[CH:24]=2)[CH:17]([C:27]([Cl:33])=[O:29])[CH2:16]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

Conditions

Temperature: 22 °C

Procedure

The product from step c) (2.3 g, 5.18 mmol) in CH2Cl2 (26 ml) was treated with oxalyl chloride (2.3 ml, 26.3 mmol) followed by DMF (4 drops) and the mixture was stirred for 1 hour at 22° C. The solvent was evaporated in vacuo to give the crude subtitle compound as pink solid that was used without further purification.

Workup

customThe solvent was evaporated in vacuo

Sources & evidence

ORD record: ord-db4748893f7045d8a223bba87ade161a
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07981919B2

Reaction notes

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