Morpholin-4-ylmalononitrile → 2-[1-(2-Fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl]-5-(morpholin-4-yl)pyrimidine-4,6-diamine

HRID 1482925노트

반응식

HRID 1482925 반응식
[F:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1[C:9]2[CH2:10][CH2:11][CH2:12][C:8]=2[C:7]([C:13](=[NH:15])[NH2:14])=[N:6]1.[N:20]1([CH:26]([C:29]#[N:30])[C:27]#[N:28])[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1>[Au].C(Cl)Cl>[F:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1[C:9]2[CH2:10][CH2:11][CH2:12][C:8]=2[C:7]([C:13]2[N:14]=[C:27]([NH2:28])[C:26]([N:20]3[CH2:21][CH2:22][O:23][CH2:24][CH2:25]3)=[C:29]([NH2:30])[N:15]=2)=[N:6]1

참가 물질

5

반응물 2

HCID 9898879Morpholin-4-ylmalononitrileHCID 866920921-(2-Fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole-3-carboximidamide

생성물 1

HCID 900131242-[1-(2-Fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl]-5-(morpholin-4-yl)pyrimidine-4,6-diamine

시약·촉매·용매 2

HCID 23985Gold촉매HCID 6344Dichloromethane용매

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온도
105 °C

실험 절차

75 mg of 1-(2-fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole-3-carboximidamide 1-2-4 (0.29 mmol, 1.0 eq.) and 44 mg morpholin-4-ylmalononitrile [0.29 mmol, 1.0 eq.; for preparation see: H. Gold and O. Bayer, Chem. Ber. 94, 2594 (1961)] were suspended in a small amount of DCM and the resulting suspension was evaporated to dryness. The residue was heated for one h at 105° C. The crude product was purified by flash chromatography yielding 86 mg (0.21 mmol, 72%) of analytically pure target compound.

후처리

  1. customfor preparation
  2. customthe resulting suspension was evaporated to dryness
  3. customThe crude product was purified by flash chromatography
  4. customyielding 86 mg (0.21 mmol, 72%) of analytically pure target compound

출처 및 근거

ORD 기록
ord-663f5e82f3074c0e979d5eca389876bd
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09416125B2

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