2-(3,5-Difluorophenyl)ethan-1-amine → HCID 58603740, compound

HRID 14947Notes

Reaction equation

HRID 14947 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][N:14]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]3[CH:29]=[CH:28][N:27]=[C:26](Cl)[N:25]=3)[CH:19]=2)[CH2:13][CH:12]1[C:31]#[N:32])=O)C1C=CC=CC=1.[F:33][C:34]1[CH:35]=[C:36]([CH2:41][CH2:42][NH2:43])[CH:37]=[C:38]([F:40])[CH:39]=1>>[F:33][C:34]1[CH:35]=[C:36]([CH2:41][CH2:42][NH:43][C:26]2[N:25]=[C:24]([C:20]3[CH:19]=[C:18]([CH:23]=[CH:22][CH:21]=3)[CH2:17][N:14]3[CH2:15][CH2:16][NH:11][CH:12]([C:31]#[N:32])[CH2:13]3)[CH:29]=[CH:28][N:27]=2)[CH:37]=[C:38]([F:40])[CH:39]=1

Participants

3

Reactant 2

HCID 36736652-(3,5-Difluorophenyl)ethan-1-amineHCID 86603323HCID 86603323, compound

Product 1

HCID 58603740HCID 58603740, compound

Procedure

Intermediate 140 was coupled with 2-(3,5-difluoro-phenyl)-ethylamine following procedure F. The resulting product was deprotected following procedure G3. LC-MS showed the product had the expected M+H3O+ of 453. 1H NMR (Varian 300 MHz, CD3OD, shifts relative to the solvent peak at 3.3 ppm) δ 8.37 (d, 1H) 8.19 (s, 1H) 8.15 (d, 1H) 7.68 (d, 1H) 7.60 (t, 1H) 7.37 (d, 1H) 6.94 (d, 2H) 6.85 (m, 1H) 4.60 (s, 2H) 4.05 (dd, 1H) 3.94 (t, 2H) 3.52 (dd, 2H) 3.24 (t, 2H) 3.03 (t, 2H) 2.58 (t, 2H).

Sources & evidence

ORD record
ord-4b6c907f7a0c4f9eb173493fd210e50c
Source dataset
uspto-grants-2010_06
Patent number
US07732444B2

Reaction notes

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