Hydrochloric Acid → HCID 70980242, compound

HRID 2271327Notes

Reaction equation

HRID 2271327 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:8]=[C:7]([F:15])[CH:6]=1.[CH2:16]([NH2:18])[CH3:17].Cl>C(O)C>[CH2:16]([NH:18][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:8]=[C:7]([F:15])[CH:6]=1)[CH3:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6341EthylamineHCID 86717739HCID 86717739, compound

Product 1

HCID 70980242HCID 70980242, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Preparation according to Example 1 but performed in one portion: 1-(2-bromoethoxy)-3-fluoro-5-methylsulfonyl-benzene (0.321 g, 1.08 mmol) and ethanamine (4.3 ml, 8.6 mmol 2 M in methanol) in ethanol (6 ml). Yield: 255 mg (90%). The amine was converted to the hydrochloric acid salt and re-crystallized from ethanol/diethyl ether: M.p. 200.8-201.1° C. MS m/z (relative intensity, 70 eV) 261 (M+, 3), 94 (6), 59 (12), 58 (bp), 56 (8).

Workup

  1. customPreparation
  2. customre-crystallized from ethanol/diethyl ether

Sources & evidence

ORD record
ord-2946f10f45d44210b66df6a040c80a49
Source dataset
uspto-grants-2015_09
Patent number
US09120728B2

Reaction notes

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