Hydrochloric Acid → Methyl 2-(6-chloro-2-methylpyrimidin-4-yl-amino)thiazol-5-carboxylic acid

HRID 517619

反応式

HRID 517619 の反応式
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([CH3:9])[N:3]=1.[CH3:10][C:11]1[N:12]=[C:13]([NH2:19])[S:14][C:15]=1[C:16]([OH:18])=[O:17].[H-].[Na+].Cl>O1CCCC1.CN(C)C(=O)C>[CH3:10][C:11]1[N:12]=[C:13]([NH:19][C:2]2[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([CH3:9])[N:3]=2)[S:14][C:15]=1[C:16]([OH:18])=[O:17]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 2349974,6-Dichloro-2-methylpyrimidineHCID 8322432-Amino-4-methyl-thiazole-5-carboxylic acid

生成物 1

HCID 118319269Methyl 2-(6-chloro-2-methylpyrimidin-4-yl-amino)thiazol-5-carboxylic acid収率 87.3%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 31374Dimethylacetamide溶媒

実験手順

In a reaction flask, 49.49 g 4,6-dichloro-2-methylpyrimidine (0.303 mol), 40.00 g methyl 2-aminothiazol-5-carboxylic acid (0.253 mol), and 200 ml N,N-dimethylacetamide were charged, the temperature was brought to −5° C. and 18.20 g sodium hydride (0.455 mol) in 90 ml tetrahydrofuran were added dropwise and the reaction mixture was kept under these conditions for about three hours. At the end of the reaction, 250 ml of a solution of hydrochloric acid 2N were added, the temperature was brought to the room value, the formed solid was filtered and washed with water (4×200 ml) and dried in oven under vacuum at a temperature of 55° C. for about eight hours, to give 62.89 g methyl 2-(6-chloro-2-methylpyrimidin-4-yl-amino)thiazol-5-carboxylic acid.

後処理

  1. customwas brought to −5° C.
  2. additionwere added
  3. filtrationthe formed solid was filtered
  4. washwashed with water (4×200 ml)
  5. customdried in oven under vacuum at a temperature of 55° C. for about eight hours

出典と根拠

ORDレコード
ord-c6b4fa359e61427087f2bde4f7340faf
出典データセット
uspto-grants-2015_08
特許番号
US09115124B1

関連ノート

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