Urea → HCID 25051596, compound

HRID 1818018Notes

Reaction equation

HRID 1818018 reaction equation
NC(N)=O.[Br:5][C:6]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:7]=1[CH2:8][CH:9]([N:15]=[C:16]=[O:17])[CH2:10]2.Cl.[F:19][CH2:20][CH2:21][NH2:22].C(N(C(C)C)CC)(C)C>>[Br:5][C:6]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:7]=1[CH2:8][CH:9]([NH:15][C:16]([NH:22][CH2:21][CH2:20][F:19])=[O:17])[CH2:10]2

Participants

5

Reactant 4

HCID 1176UreaHCID 9995Ethanamine, 2-fluoro-, hydrochlorideHCID 81531DiisopropylethylamineHCID 83842637HCID 83842637, compound

Product 1

HCID 25051596HCID 25051596, compound

Procedure

The title urea was generated from 4-bromo-2-isocyanato-indan (12.00 mmol), fluoroethyl amine hydrochloride (1.20 g, 90% purity, 10.85 mmol) and diisopropylethyl amine (4.20 mL, 24.11 mmol) according to the protocol described in general procedure G. Spectroscopic data: 1H NMR (300 MHz, DMSO-d6) δ 2.64-2.94 (m, 2H), 3.06-3.42 (m, 4H), 4.28-4.40 (m, 2H), 4.5 (t, 1H, J=5.0 Hz), 6.0 (t, 1H, J=5.6 Hz), 6.4 (d, 1H, J=7.0 Hz), 7.1 (t, 1H, J=7.9 Hz), 7.2 (d, 1H, J=7.3 Hz), 7.4 (d, 1H, J=7.9 Hz).

Sources & evidence

ORD record
ord-16559c41db8941c5b860bd8f2a4fd971
Source dataset
uspto-grants-2009_10
Patent number
US07598417B2

Reaction notes

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