2-(3-Fluorophenyl)ethanamine → HCID 58603406, compound

HRID 14966Notes

Reaction equation

HRID 14966 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([CH2:14][N:15]3[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][C@@H:16]3[CH3:28])[CH:11]=[N:12][CH:13]=2)[CH:5]=[CH:4][N:3]=1.[F:29][C:30]1[CH:31]=[C:32]([CH2:36][CH2:37][NH2:38])[CH:33]=[CH:34][CH:35]=1>>[F:29][C:30]1[CH:31]=[C:32]([CH:33]=[CH:34][CH:35]=1)[CH2:36][CH2:37][NH:38][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[N:12][CH:11]=[C:10]([CH2:14][N:15]3[CH2:20][CH2:19][NH:18][CH2:17][C@@H:16]3[CH3:28])[CH:9]=2)[CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 5339282-(3-Fluorophenyl)ethanamineHCID 86603330HCID 86603330, compound

Product 1

HCID 58603406HCID 58603406, compound

Procedure

Intermediate 148 from above was coupled with 2-(3-fluorophenyl)ethanamine following procedure F. The product was deprotected by procedure G2. LC-MS showed the product had the expected M+H+ of 407. 1H NMR (Varian 300 MHz, DMSO-d6, shifts relative to the solvent peak at 2.49 ppm) δ 9.4 (s, 1H) 9.0 (m, 2H) 8.5 (d, 1H) 7.4 (s, 1H), 7.2 (t, 1H), 7.1 (m, 2H), 6.9 (d, 1H), 3.71-3.65 (m, 4H) 3.57 (d, 2H), 3.47-3.44 (m, 1H), 3.39-3.31 (m, 4H), 2.9 (t, 2H), 1.6 (d, 3H).

Sources & evidence

ORD record
ord-e1076b9603d64a6fb5af0789ed4c073d
Source dataset
uspto-grants-2010_06
Patent number
US07732444B2

Reaction notes

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