Ethylamine → HCID 178465167, compound

HRID 371807Notes

Reaction equation

HRID 371807 reaction equation
[CH2:1]([NH2:3])[CH3:2].[ClH:4].[CH2:5]([O:12][C:13]([NH:15][C@H:16]([C:24]([N:26]1[CH2:34][CH2:33][CH2:32][C@H:27]1[C:28](OC)=[O:29])=[O:25])[CH2:17][CH2:18][CH2:19][NH:20][C:21](=[NH:23])[NH2:22])=[O:14])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>CO>[ClH:4].[CH2:5]([O:12][C:13]([NH:15][C@H:16]([C:24]([N:26]1[CH2:34][CH2:33][CH2:32][C@H:27]1[C:28]([N-:3][CH2:1][CH3:2])=[O:29])=[O:25])[CH2:17][CH2:18][CH2:19][NH:20][C:21](=[NH:23])[NH2:22])=[O:14])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 6341EthylamineHCID 178501298HCID 178501298, compound

Product 1

HCID 178465167HCID 178465167, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Nα -Benzyloxycarbonyl-L-arginyl-L-prolyl-N-ethylamide, hydrochloride is prepared according to the following method. To a cold solution of 9.7 g. ethylamine in 50 ml. of methanol is added 2 g. of Nα -benzyloxycarbonyl-L-arginyl-L-proline, methyl ester, hydrochloride. The reaction is let stand in a sealed pressure bottle at room temperature and then warmed occasionally to 40°-45° C. during 8 days. It is then evaporated to small volume under reduced pressure. The residual solution is dropped into stirred ethyl ether to precipitate a somewhat sticky white solid which is dried under reduced pressure; [α]D25 -53° (c. 1.02, methanol).

Workup

  1. customat room temperature
  2. temperaturewarmed occasionally to 40°-45° C. during 8 days
  3. customIt is then evaporated to small volume under reduced pressure
  4. additionThe residual solution is dropped
  5. customto precipitate a somewhat sticky white solid which
  6. customis dried under reduced pressure

Sources & evidence

ORD record
ord-740e78847a8146f482b7824c2818ccbb
Source dataset
uspto-grants-1978_05
Patent number
US04087418

Reaction notes

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