Hydrochloric Acid → HCID 66579155, compound

HRID 239643Notes

Reaction equation

HRID 239643 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][C:7]([CH2:12][N:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1)=[C:6]([C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)[C:5]2=[O:26].[ClH:27]>C1COCC1.C(OCC)C>[ClH:27].[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][C:7]([CH2:12][N:13]1[CH2:14][CH2:15][O:16][CH2:17][CH2:18]1)=[C:6]([C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)[C:5]2=[O:26]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58269262HCID 58269262, compound

Product 1

HCID 66579155HCID 66579155, compoundYield 55%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of Example 17 (0.050 g, 0.1192 mmoles) in THF (2 ml), was added hydrochloric acid in diethyl ether (2 ml) at 0° C. and stirred for 30 min. The precipitate formed was filtered, washed with pentane and dried to afford the title compound as yellow solid (0.030 g, 55% yield. MP: 232-236° C. 1H-NMR (δ ppm, DMSO-D6, 400 MHz): δ 8.13(d, J=2.3 Hz, 1H), 8.06 (d, J=8.9 Hz, 1H), 7.80(d, J=9.0 Hz, 1H), 7.38(m,4H), 4.24(br s, 2H), 3.83(br s, 4H), 3.62(br s, 2H), 3.08(br s, 2H). Mass: 419.75(M+1-HCl).

Workup

  1. customThe precipitate formed
  2. filtrationwas filtered
  3. washwashed with pentane
  4. customdried

Sources & evidence

ORD record
ord-dfd4936bfc7746a7ae7336062bfaa325
Source dataset
uspto-grants-2014_02
Patent number
US08642607B2

Reaction notes

Loading…