0001193125-14-335592 Sample Contracts

ALLEGHANY CORPORATION $300,000,000 4.900% Senior Notes due 2044 UNDERWRITING AGREEMENT
Underwriting Agreement • September 8th, 2014 • Alleghany Corp /De • Fire, marine & casualty insurance • New York

Alleghany Corporation, a Delaware corporation (the “Company”), proposes to issue and sell to the several underwriters (the “Underwriters”) named in Schedule 1 attached to this agreement (this “Agreement”) acting severally and not jointly, the respective amounts set forth in such Schedule 1 of $300,000,000 aggregate principal amount of its 4.900% Senior Notes due 2044 (the “Securities”). The Securities will be issued pursuant to an Indenture, dated as of September 20, 2010 (the “Base Indenture”), between the Company and The Bank of New York Mellon, as trustee (the “Trustee), as supplemented by a first supplemental indenture dated as of September 20, 2010 (the “First Supplemental Indenture”), a second supplemental indenture dated as of June 26, 2012 (the “Second Supplemental Indenture”), and a third supplemental indenture to be dated as of September 9, 2014 (the “Third Supplemental Indenture” and together with the Base Indenture, the First Supplemental Indenture and the Second Supplement

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