Nitrogen mustard hydrochloride → HCID 67323100, compound

HRID 1397359Notes

Reaction equation

HRID 1397359 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]([CH2:22][CH2:23]Cl)[CH3:21]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:9][CH:10]=[C:11]([C:13]3([C:14]#[N:15])[CH2:23][CH2:22][N:20]([CH3:21])[CH2:19][CH2:18]3)[N:12]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 5935Nitrogen mustard hydrochlorideHCID 17541239HCID 17541239, compound

Product 1

HCID 67323100HCID 67323100, compoundYield 30%

Procedure

This compound was synthesized from 2-(2-(4-fluorophenyl)oxazol-4-yl)acetonitrile and 2-chloro-N-(2-chloroethyl)-N-methylethanamine hydrochloride as described in example 16 step 1b (430 mg, yield 30%). 1H NMR (300 MHz, DMSO-d6) δ 8.30 (s, 1H), 8.05-8.00 (m, 2H), 7.41-7.35 (m, 2H), 2.83-2.79 (m, 2H), 2.26-2.18 (m, 7H), 2.04-1.94 (m, 2H). MS (ESI) m/z: Calculated for C16H16FN3O: 285.13. found: 286.2 (M+H)+.

Sources & evidence

ORD record
ord-a84e99d47b4b404798040183cf8e6b22
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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