Tert-butyl 7-iodo-3,4-dihydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylate → Tert-butyl[2-(6-iodo-1-benzofuran-3-yl)ethyl]carbamate

HRID 1616911Notes

Reaction equation

HRID 1616911 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]2[C:8]3[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])C[C:9]=3[O:21][C:4]=2[CH:3]=1.Cl.IC1C=CC2C(CCN)=COC=2C=1>>[C:17]([O:16][C:14](=[O:15])[NH:11][CH2:12][CH2:13][C:8]1[C:5]2[CH:6]=[CH:7][C:2]([I:1])=[CH:3][C:4]=2[O:21][CH:9]=1)([CH3:20])([CH3:18])[CH3:19]

Participants

3

Reactant 2

HCID 67323433Tert-butyl 7-iodo-3,4-dihydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylateHCID 673240032-(6-Iodobenzofuran-3-yl)ethanamine hydrochloride

Product 1

HCID 68304680Tert-butyl[2-(6-iodo-1-benzofuran-3-yl)ethyl]carbamate

Procedure

Synthesized as described for tert-butyl 7-iodo-3,4-dihydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylate starting from 2-(6-iodo-1-benzofuran-3-yl)ethanamine hydrochloride. MS m/z 332 [M+H]+. 1H-NMR (400 MHz, CDCl3): δ 1.43 (s, 9H), 2.85 (t, 2H), 3.43 (q, 2H), 4.62 (bs, 1H), 7.31 (d, 1H), 7.39 (s, 1H), 7.54 (dd, 1H), 7.84 (d, 1H).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-9b26005efc2943ca92ad627b7ca15bc1
Source dataset
uspto-grants-2014_07
Patent number
US08765779B2

Reaction notes

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