Acetic Acid → HCID 178511785, compound

HRID 64824Notes

Reaction equation

HRID 64824 reaction equation
C(O)(=O)C.Br.C(OC([NH:16][C@H:17]([C:24]([N:26]1[CH2:39][CH2:38][CH2:37][C@H:27]1[C:28]([NH:30][CH:31]1[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1)=[O:29])=[O:25])[CH2:18][C:19]1[N:23]=[CH:22][NH:21][CH:20]=1)=O)C1C=CC=CC=1>CCOCC>[NH2:16][C@H:17]([C:24]([N:26]1[CH2:39][CH2:38][CH2:37][C@H:27]1[C:28]([NH:30][CH:31]1[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]1)=[O:29])=[O:25])[CH2:18][C:19]1[N:23]=[CH:22][NH:21][CH:20]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 178523865HCID 178523865, compound

Product 1

HCID 178511785HCID 178511785, compoundYield 188.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 15 ml of ice-cooled acetic acid solution of 25% hydrobromic acid was added 1.14 g of compound (37) and the reaction was maintained for 3 hours at room temperature. The reaction mixture thus obtained was added to 150 ml of desiccated ether, the precipitates thus formed were quickly collected by filtration and dried overnight in the desiccator at reduced pressure to provide 1.53 g of L-histidyl-N-cyclohexyl-L-prolinamide.2-hydrobromide.

Workup

  1. customThe reaction mixture thus obtained
  2. customthe precipitates thus
  3. customformed
  4. filtrationwere quickly collected by filtration
  5. customdried overnight in the desiccator at reduced pressure

Sources & evidence

ORD record
ord-af01a965ad99457d8c1433ee98bb49c9
Source dataset
uspto-grants-1986_09
Patent number
US04610821

Reaction notes

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