Ammonia → HCID 18639826, compound

HRID 2108283Notes

Reaction equation

HRID 2108283 reaction equation
C([S:4][CH:5]([CH:16]([C:21]([NH:23][C@H:24]([C:34]([NH:36][CH3:37])=[O:35])[CH2:25][C:26]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=1)=[O:22])[CH2:17][CH:18]([CH3:20])[CH3:19])[CH2:6][C:7]([N:9]1[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]1)=[O:8])(=O)C.N>CO>[SH:4][CH:5]([CH:16]([C:21]([NH:23][C@H:24]([C:34]([NH:36][CH3:37])=[O:35])[CH2:25][C:26]1[CH:27]=[CH:28][C:29]([O:32][CH3:33])=[CH:30][CH:31]=1)=[O:22])[CH2:17][CH:18]([CH3:20])[CH3:19])[CH2:6][C:7]([N:9]1[CH2:10][CH2:11][N:12]([CH3:15])[CH2:13][CH2:14]1)=[O:8]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 18639812HCID 18639812, compound

Product 1

HCID 18639826HCID 18639826, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1-[3-acetylmercapto-6-methyl-4-[[[1-(S)-[(methylamino)carbonyl]-2-(4-methoxyphenyl)ethyl]amino]-carbonyl]heptanoyl]-4-methylpiperazine (E18, Isomer A; 60 mg, 0.112 mmol) in methanol (5 ml) was purged with nitrogen and cooled in ice, then was treated with 35% aqueous ammonia (0.4 ml). After 6 h at room temperature, the solvents were evaporated in vacuo and the residue was triturated with hexane to give the title compound as a single isomer (Isomer A), mp 65°-68° C.

Workup

  1. temperaturecooled in ice
  2. customthe solvents were evaporated in vacuo
  3. customthe residue was triturated with hexane

Sources & evidence

ORD record
ord-5b4670007ad2454887244fbc340c7938
Source dataset
uspto-grants-1990_06
Patent number
US04937243

Reaction notes

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