Hydrochloric Acid → HCID 67447457, compound

HRID 2194917Notes

Reaction equation

HRID 2194917 reaction equation
[C:1]([NH:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][C:17]([CH:20]([CH2:30][C:31]2[CH:36]=[CH:35][C:34]([O:37][CH2:38][CH2:39][O:40][C:41]3[C:46]([Cl:47])=[CH:45][C:44]([CH3:48])=[CH:43][C:42]=3[Cl:49])=[CH:33][CH:32]=2)[CH2:21][NH:22]C(=O)OC(C)(C)C)=[C:16]([CH3:50])[CH:15]=1)(=[O:3])[CH3:2].Cl>CCOCC.CCOC(C)=O>[ClH:47].[C:1]([NH:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][C:17]([CH:20]([CH2:30][C:31]2[CH:36]=[CH:35][C:34]([O:37][CH2:38][CH2:39][O:40][C:41]3[C:42]([Cl:49])=[CH:43][C:44]([CH3:48])=[CH:45][C:46]=3[Cl:47])=[CH:33][CH:32]=2)[CH2:21][NH2:22])=[C:16]([CH3:50])[CH:15]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86658862HCID 86658862, compound

Product 1

HCID 67447457HCID 67447457, compound

Reagents, catalysts & solvents 1

HCID 21584169Diethylether ethylacetateSolvent

Procedure

Prepared according to the procedure described in EXAMPLE 2, step 5 using tert-butyl (2-{2′-[(acetylamino)propyl]-3-methylbiphenyl-4-yl}-3-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}propyl)carbamate from step 1 as starting materials. Following flash chromatography the desired material (colorless oil) was dissolved in CH2Cl2/Et2O (1/1). HCl (4M in dioxane) was added in excess and the resulting suspension was triturated with Et2O to afford after filtration the title compounds as an off white salt. 1H NMR (500 MHz, CD3OD): δ 7.45 (d, 1H), 7.31-7.11 (m, 7H), 7.06 (s, 1H), 6.98 (d, 2H), 6.83 (d, 2H), 4.33 (brd, 4H), 3.55-3.49 (m, 1H), 3.44-3.34 (m, 2H), 3.07-3.01 (m, 3H), 2.86 (dd, 1H), 2.66-2.63 (m, 2H), 2.31 (s, 3H), 2.14 (s, 3H), 1.90 (s, 3H), 1.65-1.61 (m, 2H).

Workup

  1. customPrepared
  2. customwas triturated with Et2O
  3. customto afford
  4. filtrationafter filtration the title compounds as an off white salt

Sources & evidence

ORD record
ord-253262a307734792bdc0545183191438
Source dataset
uspto-grants-2012_12
Patent number
US08334308B2

Reaction notes

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