Oxalyl chloride → HCID 86600622, compound

HRID 722606Notes

Reaction equation

[CH2:1]([O:8][C:9]([C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[C:16](=[O:20])[N:15]([C:21]1[CH:22]=[C:23]([C:27]3[O:28][C:29]4[CH:35]=[C:34]([C:36](O)=[O:37])[CH:33]=[CH:32][C:30]=4[N:31]=3)[CH:24]=[CH:25][CH:26]=1)[C:14]2=[O:39])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:43])=O>>[CH2:1]([O:8][C:9]([C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[C:16](=[O:20])[N:15]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([C:27]3[O:28][C:29]4[CH:35]=[C:34]([C:36]([Cl:43])=[O:37])[CH:33]=[CH:32][C:30]=4[N:31]=3)[CH:22]=1)[C:14]2=[O:39])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 65578Oxalyl chloride

HCID 21884304HCID 21884304, compound

Product 1

HCID 86600622HCID 86600622, compound

Procedure

Prepared by the method of Example 15a), from 2-[3-(5-benzyloxycarbonyl-1,3-dioxo-1,3-dihydro-isoindol-2-yl)phenyl]benzoxazole-6-carboxylic acid (2.50 g, 5.0 mmol) and oxalyl chloride (2.19 ml, 25 mmol) the subtitle compound was obtained. The product was used directly in the next step without purification.

Sources & evidence

ORD record: ord-a6216b38e55640fc9ddb9b2fa858486f
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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