Hydrochloric Acid → HCID 87172753, compound

HRID 2370610Notes

Reaction equation

HRID 2370610 reaction equation
[ClH:1].[CH3:2][C:3]1([CH3:48])[C:7](=[O:8])[N:6]([C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:21])[CH2:17][N:18]([CH3:20])[CH3:19])=[C:11]([C:22]([F:25])([F:24])[F:23])[CH:10]=2)[C:5](=[O:26])[N:4]1[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][S:36]([CH2:38][CH2:39][CH2:40][C:41]([F:47])([F:46])[C:42]([F:45])([F:44])[F:43])=[O:37]>CCOCC>[ClH:1].[CH3:2][C:3]1([CH3:48])[C:7](=[O:8])[N:6]([C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:21])[CH2:17][N:18]([CH3:20])[CH3:19])=[C:11]([C:22]([F:24])([F:23])[F:25])[CH:10]=2)[C:5](=[O:26])[N:4]1[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][S:36]([CH2:38][CH2:39][CH2:40][C:41]([F:47])([F:46])[C:42]([F:43])([F:44])[F:45])=[O:37]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 87134732HCID 87134732, compound

Product 1

HCID 87172753HCID 87172753, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
23 °C

Procedure

A solution of hydrochloric acid in the 2N ether (904 μl, 2 eq.) is added dropwise at 23° C. to a solution of Example 43a (639 mg, 0.904 mmole) in anhydrous ether (35 ml). Stirring is maintained for 15 hours at 23° C. then the reaction mixture is concentrated to dryness under vacuum having been taken up twice with ether (2×20 ml) then twice with isopentane (2×20 ml). The evaporation residue is dried under vacuum at 55° C. The expected compound is obtained in the form of a beige-coloured powder with a yield of 93% (624 mg).

Workup

  1. concentrationthe reaction mixture is concentrated to dryness under vacuum
  2. customThe evaporation residue is dried under vacuum at 55° C

Sources & evidence

ORD record
ord-2a7c47dce5174c1483f021212519d48f
Source dataset
uspto-grants-2014_04
Patent number
US08710091B2

Reaction notes

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