4-Iododiphenyl ether → HCID 57419564, compound

HRID 2353241Notes

Reaction equation

I[C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[C:15]([O:19][C:20](=[O:28])[NH:21][CH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)([CH3:18])([CH3:17])[CH3:16]>>[C:15]([O:19][C:20](=[O:28])[NH:21][CH:22]1[CH2:27][CH2:26][N:25]([C:2]2[CH:7]=[CH:6][C:5]([O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[CH:4][CH:3]=2)[CH2:24][CH2:23]1)([CH3:18])([CH3:16])[CH3:17]

Participants

Reactant 2

HCID 5203994-Iododiphenyl ether

HCID 7238334-(N-Boc-amino)piperidine

Product 1

HCID 57419564HCID 57419564, compoundYield 30%

Procedure

The title compound (1.1 g, 30%) was prepared from 1-iodo-4-phenoxy-benzene (2.9 g, 10 mmol) and piperidin-4-yl-carbamic acid tert-butyl ester (2 g, 10 mmol) by the procedure described in step 1 of Example 4: MS (ESI) m/z 368 (M+H); 1H NMR (400 MHz, CDCl3) δ 1.46 (s, 9H), 1.51-1.61 (m, 3H), 2.05 (br, 2H), 2.81 (dd, J=1.6, 12 Hz, 2H), 3.52 (m, 2H), 3.60 (br, 1H), 4.47 (br, 1H), 6.90-6.96 (m, 6H), 7.03 (m, 1H), 7.28 (m, 2).

Sources & evidence

ORD record: ord-918bdb0d1b7f4793ae4f5e2c3ba2530f
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07750012B2

Reaction notes

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