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

HRID 517619

반응식

HRID 517619 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 31374Dimethylacetamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c6b4fa359e61427087f2bde4f7340faf
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115124B1

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