Sodium Hydroxide → [4-(2-Amino-4-methyl-thiazol-5-yl)-phenyl]-cyclopropyl-methanone

HRID 2355049Notes

Reaction equation

HRID 2355049 reaction equation
[OH-].[Na+].[CH:3]1([C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[S:18][C:17]([NH:19]C(=O)C)=[N:16][C:15]=3[CH3:23])=[CH:10][CH:9]=2)=[O:7])[CH2:5][CH2:4]1>C(O)C>[NH2:19][C:17]1[S:18][C:14]([C:11]2[CH:12]=[CH:13][C:8]([C:6]([CH:3]3[CH2:5][CH2:4]3)=[O:7])=[CH:9][CH:10]=2)=[C:15]([CH3:23])[N:16]=1

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 59383121HCID 59383121, compound

Product 1

HCID 59383110[4-(2-Amino-4-methyl-thiazol-5-yl)-phenyl]-cyclopropyl-methanone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

Ethanol (34 ml) and 6M NaOH (18.6 ml, 113.2 mmol) were added to N-[5-(4-Cyclopropanecarbonyl-phenyl)-4-methyl-thiazol-2-yl]-acetamide (3.4 g, 11.32 mmol). The reaction mixture was heated to 85° C. for 5.5 hours, after which further NaOH (3.72 ml, 22.64 mmol) was added and heating continues for 1.5 hours. The resulting precipitate was isolated by vacuum filtration. (M+H) 301.26.

Workup

  1. temperatureheating
  2. customThe resulting precipitate was isolated by vacuum filtration

Sources & evidence

ORD record
ord-394f454ef7e94d5e8f31d5598a3321ab
Source dataset
uspto-grants-2010_07
Patent number
US07754746B2

Reaction notes

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