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Diisopropylethylamine → 7-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin-1-yl]-[1,2,4]-triazolo[1,5-a]pyrimidine

HRID 1036165
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HRID 1036165 반응식
[C:1]1([O:11][CH2:12][C@H:13]2[CH2:17][CH2:16][CH2:15][NH:14]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.Cl[C:19]1[N:24]2[N:25]=[CH:26][N:27]=[C:23]2[N:22]=[CH:21][CH:20]=1.C(N(C(C)C)C(C)C)C>C(O)CCC>[C:1]1([O:11][CH2:12][C@H:13]2[CH2:17][CH2:16][CH2:15][N:14]2[C:19]2[N:24]3[N:25]=[CH:26][N:27]=[C:23]3[N:22]=[CH:21][CH:20]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1
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참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 217666127-Chloro-[1,2,4]triazolo[1,5-a]pyrimidineHCID 46845432(R)-2-(naphthalen-1-yloxymethyl)pyrrolidine

생성물 1

HCID 468428387-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin-1-yl]-[1,2,4]-triazolo[1,5-a]pyrimidine

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

400 mg of (R)-2-(naphthalen-1-yloxymethyl)pyrrolidine, 500 mg of the 7-chloro-[1,2,4]triazolo[1,5-a]pyrimidine prepared above and 650 mg of N-ethyldiisopropylamine are heated at 130° C. in a microwave for 3 h in 40 ml of 1-butanol. The butanol is subsequently removed in vacuo, the residue is taken up in ethyl acetate, mixed with water, adjusted to pH 12 using 1 N NaOH solution, phases are separated, the organic phase is dried over sodium sulfate, evaporated and chromatographed on silica gel, giving 640 mg of “A1”; m.p. 74-75°;

후처리

  1. customThe butanol is subsequently removed in vacuo
  2. additionmixed with water
  3. customare separated
  4. dry with materialthe organic phase is dried over sodium sulfate
  5. customevaporated
  6. customchromatographed on silica gel

출처 및 근거

ORD 기록
ord-8a5b501d001b44a7a4ad7671b0cd41dd
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08546406B2

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