Ethanolamine → HCID 59415982, compound

HRID 2061824Notes

Reaction equation

HRID 2061824 reaction equation
[CH3:1][N:2]([CH3:43])[CH2:3][CH2:4][N:5]1[C:14]2[C:9](=[CH:10][C:11]([C:15]3[CH:16]=[N:17][C:18]([NH:30][C:31]([NH:33][CH2:34][CH2:35][CH3:36])=[O:32])=[CH:19][C:20]=3[C:21]3[S:22][CH:23]=[C:24]([C:26]([F:29])([F:28])[F:27])[N:25]=3)=[CH:12][CH:13]=2)[C:8](=[O:37])[C:7]([C:38](OCC)=[O:39])=[CH:6]1.[CH2:44]([CH2:46][NH2:47])[OH:45]>>[CH3:1][N:2]([CH3:43])[CH2:3][CH2:4][N:5]1[C:14]2[C:9](=[CH:10][C:11]([C:15]3[CH:16]=[N:17][C:18]([NH:30][C:31]([NH:33][CH2:34][CH2:35][CH3:36])=[O:32])=[CH:19][C:20]=3[C:21]3[S:22][CH:23]=[C:24]([C:26]([F:28])([F:27])[F:29])[N:25]=3)=[CH:12][CH:13]=2)[C:8](=[O:37])[C:7]([C:38]([NH:47][CH2:46][CH2:44][OH:45])=[O:39])=[CH:6]1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 44540348HCID 44540348, compound

Product 1

HCID 59415982HCID 59415982, compound

Conditions

Temperature
87.5 °C

Procedure

A suspension of ethyl 1-(2-(dimethylamino)ethyl)-4-oxo-6-(6-(3-propylureido)-4-(4-(trifluoromethyl)thiazol-2-yl)pyridin-3-yl)-1,4-dihydroquinoline-3-carboxylate (Example 174, 50 mg, 0.09 mmol) in ethanolamine (0.5 mL) was heated to 85-90° C. for 3 h. The reaction mixture was cooled to room temperature and the precipitate that formed was isolated by filtration and washed with acetonitrile and water then dried overnight under high vacuum.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customthe precipitate that formed
  3. customwas isolated by filtration
  4. washwashed with acetonitrile and water
  5. customthen dried overnight under high vacuum

Sources & evidence

ORD record
ord-19d9f4ea2c8248ee9975e41e9d046221
Source dataset
uspto-grants-2012_10
Patent number
US08283361B2

Reaction notes

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