Acetic Acid → HCID 178419562, compound

HRID 1170435Notes

Reaction equation

HRID 1170435 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1[C:10]1([OH:37])[C:18]2[C:13](=[CH:14][C:15]([C:23](N)=[O:24])=[CH:16][C:17]=2[C:19]([F:22])([F:21])[F:20])[N:12]([CH2:26][C@H:27]2[CH2:30][C@H:29]([N:31]([CH2:34][CH3:35])[CH2:32][CH3:33])[CH2:28]2)[C:11]1=[O:36].[BrH:38].C(O)(=[O:41])C>>[BrH:38].[Cl:2][C:3]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:4]=1[C:10]1([OH:37])[C:18]2[C:13](=[CH:14][C:15]([C:23]([OH:24])=[O:41])=[CH:16][C:17]=2[C:19]([F:22])([F:21])[F:20])[N:12]([CH2:26][C@H:27]2[CH2:28][C@H:29]([N:31]([CH2:32][CH3:33])[CH2:34][CH3:35])[CH2:30]2)[C:11]1=[O:36]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 178464135HCID 178464135, compound

Product 1

HCID 178419562HCID 178419562, compoundYield 98%

Conditions

Temperature
100 °C

Procedure

To a solution of the compound of Example 1-4 (400.0 mg, 0.69 mmol) in acetic acid (2.5 mL) was added 47% hydrobromic acid (7.5 mL), and the mixture was stirred at 100° C. for 2 hours. The reaction solution was concentrated, and then recrystallized (methanol-diethyl ether) to give the titled compound (420.5 mg, 98%).

Workup

  1. concentrationThe reaction solution was concentrated
  2. customrecrystallized (methanol-diethyl ether)

Sources & evidence

ORD record
ord-0af2619da8c444b292ae6b7b8a8ca2ef
Source dataset
uspto-grants-2010_11
Patent number
US07825155B2

Reaction notes

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