Hydrochloric Acid → HCID 70980526, compound

HRID 1468641Notes

Reaction equation

HRID 1468641 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]([NH2:20])[CH2:17][CH2:18][CH3:19].Cl>C(O)C>[F:15][C:7]1[CH:6]=[C:5]([CH:10]=[C:9]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:8]=1)[O:4][CH2:3][CH2:2][NH:20][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8007ButylamineHCID 86717739HCID 86717739, compound

Product 1

HCID 70980526HCID 70980526, 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 (0.3 g, 1.01 mmol) and butan-1-amine (0.61 ml, 0.5907 mmol) in ethanol (4 ml). Yield: 290 mg (99%). The amine was converted to the hydrochloric acid salt and re-crystallized from ethanol/diethyl ether: M.p. 204° C. MS m/z (relative intensity, 70 eV) 289 (M+, 1), 246 (35), 86 (bp), 56 (12), 87 (12).

Workup

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

Sources & evidence

ORD record
ord-8d4c7e837a9d4fcd918b8af1948fb039
Source dataset
uspto-grants-2015_04
Patent number
US09006227B2

Reaction notes

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