Hydrochloric Acid → HCID 69809375, compound

HRID 2063732Notes

Reaction equation

HRID 2063732 reaction equation
[CH3:1][NH:2][CH3:3].Cl.C1([S:11]([N:14]2[C:26]3[CH2:25][N:24]([CH2:27][CH:28]([CH:37]4[CH2:42][CH2:41][C:40](=O)[CH2:39][CH2:38]4)[O:29][Si:30]([C:33]([CH3:36])([CH3:35])[CH3:34])([CH3:32])[CH3:31])[CH2:23][CH2:22][C:21]=3[C:20]3[C:15]2=[CH:16][CH:17]=[CH:18][CH:19]=3)(=[O:13])=[O:12])C=CC=CC=1.[C-:44]#[N:45].[K+]>CO.O1CCCC1.O>[C:15]1([S:11]([N:14]2[C:26]3[CH2:25][N:24]([CH2:27][CH:28]([CH:37]4[CH2:38][CH2:39][C:40]([N:2]([CH3:3])[CH3:1])([C:44]#[N:45])[CH2:41][CH2:42]4)[O:29][Si:30]([C:33]([CH3:35])([CH3:34])[CH3:36])([CH3:32])[CH3:31])[CH2:23][CH2:22][C:21]=3[C:20]3[C:15]2=[CH:16][CH:17]=[CH:18][CH:19]=3)(=[O:13])=[O:12])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 9032Potassium CyanideHCID 69812713HCID 69812713, compound

Product 1

HCID 69809375HCID 69809375, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolvent2×HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

40% aqueous dimethylamine solution (596 μl, 4.73 mmol) was added to a mixture of 4 M hydrochloric acid (256 μl) and methanol (153 μl), while cooling with ice. A solution of the product from stage 6 (557 mg, 0.98 mmol) in methanol (3 ml) and tetrahydrofuran (3 ml) was added to the mixture. Potassium cyanide (153 mg, 2.36 mmol) and water (2 ml) were then added. The suspension was stirred at room temperature overnight and thereafter diluted with water (20 ml). The mixture was extracted with diethyl ether (5×20 ml). The combined organic phases were dried with sodium sulfate and concentrated i. vac.

Workup

  1. temperaturewhile cooling with ice
  2. extractionThe mixture was extracted with diethyl ether (5×20 ml)
  3. dry with materialThe combined organic phases were dried with sodium sulfate
  4. concentrationconcentrated i

Sources & evidence

ORD record
ord-314a9bf31e164387807ac83be801f200
Source dataset
uspto-grants-2012_10
Patent number
US08288406B2

Reaction notes

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