Acetic Acid → HCID 66917539, compound

HRID 1881716Notes

Reaction equation

HRID 1881716 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([N:18]3[CH2:23][CH2:22][CH:21]([NH2:24])[CH2:20][CH2:19]3)=[O:17])=[CH:12][CH:11]=2)=[O:9])[CH2:4][CH2:3]1.C(O)(=O)C.[BrH:29]>C(Cl)Cl>[BrH:29].[BrH:29].[NH2:24][CH:21]1[CH2:22][CH2:23][N:18]([C:16]([C:13]2[CH:14]=[CH:15][C:10]([C:8]([N:5]3[CH2:6][CH2:7][CH:2]([NH2:1])[CH2:3][CH2:4]3)=[O:9])=[CH:11][CH:12]=2)=[O:17])[CH2:19][CH2:20]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 66917476HCID 66917476, compound

Product 1

HCID 66917539HCID 66917539, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture comprising the product from Step 1 (1.34 g, 2.53 mmol) in 33% HBr in acetic acid (13.4 mL, 25.3 mmol) is stirred at room temperature overnight. The resulting suspension is diluted with DCM (10-20 mL) and filtered under vacuum. The recovered solid is dried under vacuum for 2 days to afford the title compound. [MH+ 331.16]

Workup

  1. filtrationfiltered under vacuum
  2. customThe recovered solid is dried under vacuum for 2 days

Sources & evidence

ORD record
ord-496299a2b8d24d6194ab8c4318b78d7c
Source dataset
uspto-grants-2012_11
Patent number
US08318935B2

Reaction notes

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