ethyl 5-[5-[4-(aminoiminomethyl)phenoxy]pentyloxy]-2-[N,N-bis(1-methylethyl)carbamoyl]phenoxydimethylacetate monohydrochloride → 5-[5-[4-(aminoiminomethyl)phenoxy]pentyloxy]-2-[N,N-bis(1-methylethyl)carbamoyl]phenoxydimethylacetic acid

HRID 1683828Notes

Reaction equation

HRID 1683828 reaction equation
Cl.[NH2:2][N:3]=[CH:4][C:5]1[CH:41]=[CH:40][C:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]2[CH:17]=[CH:18][C:19]([C:31](=[O:39])[N:32]([CH:36]([CH3:38])[CH3:37])[CH:33]([CH3:35])[CH3:34])=[C:20]([CH:30]=2)[O:21][C:22]([CH3:29])([CH3:28])[C:23]([O:25]CC)=[O:24])=[CH:7][CH:6]=1>Cl>[NH2:2][N:3]=[CH:4][C:5]1[CH:6]=[CH:7][C:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]2[CH:17]=[CH:18][C:19]([C:31](=[O:39])[N:32]([CH:33]([CH3:34])[CH3:35])[CH:36]([CH3:38])[CH3:37])=[C:20]([CH:30]=2)[O:21][C:22]([CH3:29])([CH3:28])[C:23]([OH:25])=[O:24])=[CH:40][CH:41]=1

Participants

3

Procedure

A mixture of 0.16 g (0.26 mmol) of ethyl 5-[5-[4-(aminoiminomethyl)phenoxy]pentyloxy]-2-[N,N-bis(1-methylethyl)carbamoyl]phenoxydimethylacetate monohydrochloride and 10 ml of 6N hydrochloric acid is heated to reflux for 16 hours. The mixture is cooled to room temperature and then concentrated under reduced pressure at 50° C. to afford 5-[5-[4-(aminoiminomethyl)phenoxy]pentyloxy]-2-[N,N-bis(1-methylethyl)carbamoyl]phenoxydimethylacetic acid as an oil; CHN calculated for C29H41N3O6.HCl.0.5H2O:

Workup

  1. temperatureis heated
  2. temperatureto reflux for 16 hours
  3. concentrationconcentrated under reduced pressure at 50° C.

Sources & evidence

ORD record
ord-70af867b7ac34aa4b38bcac388b304a0
Source dataset
uspto-grants-1997_06
Patent number
US05639768

Reaction notes

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