N,N-Dimethylaminoethyl chloride hydrochloride → HCID 67323446, compound

HRID 1397405Notes

Reaction equation

HRID 1397405 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][CH:10]=[C:11]([CH2:13][C:14]#[N:15])[N:12]=2)=[CH:4][CH:3]=1.Cl.Cl[CH2:18][CH2:19][N:20]([CH3:22])[CH3:21]>>[CH3:21][N:20]([CH3:22])[CH2:19][CH2:18][CH:13]([C:11]1[N:12]=[C:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[O:9][CH:10]=1)[C:14]#[N:15]

Participants

3

Reactant 2

HCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 17541239HCID 17541239, compound

Product 1

HCID 67323446HCID 67323446, compoundYield 48%

Procedure

This compound was synthesized from 2-(2-(4-fluorophenyl)oxazol-4-yl)acetonitrile and 2-chloro-N,N-dimethylethanamine hydrochloride as described in example 16 step 1b (400 mg, yield 48%). 1H NMR (400 MHz, MeOD) δ 8.10-8.07 (m, 2H), 7.99 (m, 1H), 7.29-7.25 (t, J=8.9 Hz, 2H), 4.24-4.20 (t, J=7.3 Hz, 1H), 2.59-2.46 (m, 2H), 2.29 (s, 6H), 2.23-2.17 (m, 2H). MS (ESI) m/z: Calculated for C15H16FN3O: 273.13. found: 274.2 (M+H)+.

Sources & evidence

ORD record
ord-8abb56cb07c94e229275e5dbbcf843bb
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

Loading…