Acetic Acid → HCID 178511785, compound

HRID 980377Notes

Reaction equation

HRID 980377 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 a 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 a desiccator at reduced pressure

Sources & evidence

ORD record
ord-b5a9d6496f2c4b0aa56b3be1769c5401
Source dataset
uspto-grants-1987_01
Patent number
US04636567

Reaction notes

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