Hydrochloric Acid → HCID 67444623, compound

HRID 2194919Notes

Reaction equation

HRID 2194919 reaction equation
[C:1]([NH:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[CH:18]=[CH:17][C:16]([CH:19]([CH2:29][C:30]2[CH:35]=[CH:34][C:33]([O:36][CH2:37][CH2:38][O:39][C:40]3[C:45]([Cl:46])=[CH:44][C:43]([CH3:47])=[CH:42][C:41]=3[Cl:48])=[CH:32][CH:31]=2)[CH2:20][NH:21]C(=O)OC(C)(C)C)=[C:15]([CH3:49])[CH:14]=1)(=[O:3])[CH3:2].Cl>CCOCC.CCOC(C)=O>[Cl-:46].[C:1]([NH:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[CH:18]=[CH:17][C:16]([CH:19]([CH2:29][C:30]2[CH:35]=[CH:34][C:33]([O:36][CH2:37][CH2:38][O:39][C:40]3[C:41]([Cl:48])=[CH:42][C:43]([CH3:47])=[CH:44][C:45]=3[Cl:46])=[CH:32][CH:31]=2)[CH2:20][NH3+:21])=[C:15]([CH3:49])[CH:14]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86658866HCID 86658866, compound

Product 1

HCID 67444623HCID 67444623, 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)ethyl]-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 7.46 (d, 1H), 7.32-7.25 (m, 4H), 7.20-7.18 (m, 3H), 7.06 (s, 1H), 7.00 (d, 2H), 6.82 (d, 2H), 4.35-4.31 (m, 4H), 3.57-3.52 (m, 1H), 3.42-3.32 (m, 2H), 3.17 (d, 1H), 3.16 (d, 1H), 3.02 (dd, 1H), 2.88 (dd, 1H), 2.84-2.78 (m, 2H), 2.30 (s, 3H), 2.14 (s, 3H), 1.85 (s, 3H).

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-89618cf60d684045940b07c6bb48bb41
Source dataset
uspto-grants-2012_12
Patent number
US08334308B2

Reaction notes

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