Tert-butyl benzofuran-2-ylmethylcarbamate → [3-(Propan-2-yl)-1,2-oxazol-5-yl]methanamine

Reaction equation

[N:1]([CH2:4][C:5]1[O:9][N:8]=[C:7]([CH:10]([CH3:12])[CH3:11])[CH:6]=1)=[N+]=[N-].O1C2C=CC=CC=2C=C1CNC(=O)OC(C)(C)C>>[CH:10]([C:7]1[CH:6]=[C:5]([CH2:4][NH2:1])[O:9][N:8]=1)([CH3:12])[CH3:11]

Participants

Reactant 2

HCID 68671575Tert-butyl benzofuran-2-ylmethylcarbamate

HCID 911049995-(Azidomethyl)-3-isopropylisoxazole

Product 1

HCID 6483898[3-(Propan-2-yl)-1,2-oxazol-5-yl]methanamine

Procedure

(3-isopropylisoxazol-5-yl)methanamine was synthesized from 5-(azidomethyl)-3-isopropylisoxazole following the general procedure as described herein including the protection-deprotection steps to improve the purity of the amine.

Sources & evidence

ORD record: ord-4be9d7cba96e4d2f9851eeb159db773e
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08299267B2

Reaction notes

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