Methyl 5-Iodosalicylate → 2-(5-Iodo-1-benzofuran-3-yl)ethanamine

HRID 1616913Notes

Reaction equation

HRID 1616913 reaction equation
I[C:2]1[CH:13]=[CH:12][C:5]2[C:6]([CH2:9][CH2:10][NH2:11])=[CH:7][O:8][C:4]=2[CH:3]=1.OC1C=CC([I:25])=CC=1C(OC)=O>>[I:25][C:13]1[CH:2]=[CH:3][C:4]2[O:8][CH:7]=[C:6]([CH2:9][CH2:10][NH2:11])[C:5]=2[CH:12]=1

Participants

3

Reactant 2

HCID 248910Methyl 5-IodosalicylateHCID 673240042-(6-Iodo-benzofuran-3-yl)-ethylamine

Product 1

HCID 673253322-(5-Iodo-1-benzofuran-3-yl)ethanamine

Procedure

Synthesized as described for 2-(6-iodo-1-benzofuran-3-yl)ethanamine using methyl 2-hydroxy-5-iodobenzoate. 1H-NMR (400 MHz, DMSO-d6): δ 2.91 (t, J=7.7 Hz, 2H), 3.11 (m, 2H), 7.45 (d, J=8.5 Hz, 1H), 7.65 (dd, J=8.5, 1.8 Hz, 1H), 7.90 (s, 1H), 8.09 (bs, 2H), 8.11 (d, J=1.7 Hz, 1H).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-e4e3278eab1c4339afbcaf170538823b
Source dataset
uspto-grants-2014_07
Patent number
US08765779B2

Reaction notes

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