Piperidin-4-ol → 4-Benzylthio-5-methoxycarbonyl-6-(4-hydroxypiperidine-1-yl)-2-chloropyrimidine

HRID 917624

반응식

HRID 917624 반응식
[CH2:1]([S:8][C:9]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:13](Cl)[N:12]=[C:11]([Cl:20])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(SC1C(C(OC)=O)=C(SCC2C=CC=CC=2)N=C(Cl)N=1)C1C=CC=CC=1.[OH:48][CH:49]1[CH2:54][CH2:53][NH:52][CH2:51][CH2:50]1>C(O)(=O)CC(CC(O)=O)(C(O)=O)O.C(N(CC)CC)C.C1(C)C=CC=CC=1>[CH2:1]([S:8][C:9]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:13]([N:52]2[CH2:53][CH2:54][CH:49]([OH:48])[CH2:50][CH2:51]2)[N:12]=[C:11]([Cl:20])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

7

반응물 3

HCID 79341Piperidin-4-ol2회HCID 178482644-Benzylthio-5-methoxycarbonyl-2,6-dichloropyrimidineHCID 178483164,6-Dibenzylthio-5-methoxycarbonyl-2-chloropyrimidine

생성물 1

HCID 178482664-Benzylthio-5-methoxycarbonyl-6-(4-hydroxypiperidine-1-yl)-2-chloropyrimidine

시약·촉매·용매 3

HCID 311Citric Acid용매HCID 1140Toluene용매HCID 8471Triethylamine용매2회

실험 절차

A mixture of 4-benzylthio-5-methoxycarbonyl-2,6-dichloropyrimidine and 4,6-dibenzylthio-5-methoxycarbonyl-2-chloropyrimidine (prepared in the above (3)) 97 mg, 4-hydroxypiperidine 29 mg, triethylamine 29 mg and toluene 2.5 mg is stirred at room temperature for 4 hours. Further, 4-hydroxypiperidine 3 mg and triethylamine 3 mg are added thereto, and the mixture is stirred for 30 minutes. The reaction mixture is diluted with a 10% aqueous citric acid solution and extracted with ethyl acetate. The organic layer is washed, dried and concentrated in vacuo to give 4-benzylthio-5-methoxycarbonyl-6-(4-hydroxypiperidine-1-yl)-2-chloropyrimidine as a colorless caramel, 120 mg.

후처리

  1. stirringthe mixture is stirred for 30 minutes
  2. extractionextracted with ethyl acetate
  3. washThe organic layer is washed
  4. customdried
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-df73e7eb66434dc5b166bdc75aa4b9c2
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07273868B2

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