Ammonia → HCID 53808766, compound

HRID 1602501Notes

Reaction equation

HRID 1602501 reaction equation
C([CH:3]([O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][S:17]([C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)(=[O:19])=[O:18])=[CH:10][C:9]=1[NH:27][C:28](=[O:46])[C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([O:35][CH2:36][C:37]2[S:38][CH:39]=[C:40]([C:42]([CH3:45])([CH3:44])[CH3:43])[N:41]=2)[CH:30]=1)[C:4]([OH:6])=O)C.[NH3:47]>>[C:42]([C:40]1[N:41]=[C:37]([CH2:36][O:35][C:31]2[CH:30]=[C:29]([CH:34]=[CH:33][CH:32]=2)[C:28]([NH:27][C:9]2[CH:10]=[C:11]([CH2:14][CH2:15][CH2:16][S:17]([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)(=[O:19])=[O:18])[CH:12]=[CH:13][C:8]=2[O:7][CH2:3][C:4]([NH2:47])=[O:6])=[O:46])[S:38][CH:39]=1)([CH3:45])([CH3:43])[CH3:44]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 54073697HCID 54073697, compound

Product 1

HCID 53808766HCID 53808766, compoundYield 77%

Procedure

Ethyl 2-[3-[(4-tert-butyl-2-thiazolyl)methoxy]benzoylamino]-4-[3-(4-chlorophenylsulfonyl)propyl]phenoxyacetic acid (0.30 g, 0.44 mmol) was dissolved in ammonia-saturated methanol (10 ml) and the solution was subjected to 12 hours of reaction at room temperature. The reaction solution was concentrated under reduced pressure, and the resulting residue was crystallized from acetonitrile to give 2-[3-[(4-tert-butyl-2-thiazolyl)methoxy]benzoylamino]-4-[3-(4-chlorophenylsulfonyl)propyl]phenoxyacetamide (0.22 g, 0.34 mmol, 77%) as colorless crystals. Its structure is shown in Table 30.

Workup

  1. customthe solution was subjected to 12 hours of reaction at room temperature
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. customthe resulting residue was crystallized from acetonitrile

Sources & evidence

ORD record
ord-980d7c8285224a17919e00a885166bb7
Source dataset
uspto-grants-1999_11
Patent number
US05981559

Reaction notes

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