Triethylamine → N-{6-amino-2-[1-(2-fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]-pyrazol-3-yl]-5-methoxypyrimidin-4-yl}-2-methoxyacetamide

HRID 1482927노트

반응식

HRID 1482927 반응식
[F:1][C:2]1[CH:26]=[CH:25][CH:24]=[CH:23][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:18]=[C:17]([NH2:19])[C:16]([O:20][CH3:21])=[C:15]([NH2:22])[N:14]=2)=[N:6]1.C(N(CC)CC)C.[CH3:34][O:35][CH2:36][C:37](Cl)=[O:38].[OH-].[Na+]>CN(C=O)C.O>[NH2:19][C:17]1[N:18]=[C:13]([C:7]2[C:8]3[CH2:12][CH2:11][CH2:10][C:9]=3[N:5]([CH2:4][C:3]3[CH:23]=[CH:24][CH:25]=[CH:26][C:2]=3[F:1])[N:6]=2)[N:14]=[C:15]([NH:22][C:37](=[O:38])[CH2:36][O:35][CH3:34])[C:16]=1[O:20][CH3:21]

참가 물질

7

반응물 4

HCID 8471Triethylamine2회HCID 14798Sodium HydroxideHCID 96623Methoxyacetyl chloride2회HCID 1180726712-[1-(2-Fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl]-5-methoxy pyrimidine-4,6-diamine

생성물 1

HCID 90015879N-{6-amino-2-[1-(2-fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]-pyrazol-3-yl]-5-methoxypyrimidin-4-yl}-2-methoxyacetamide

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

300 mg of 2-[1-(2-fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazol-3-yl]-5-methoxy pyrimidine-4,6-diamine 1-6-1 were suspended in 3.8 mL DMF. After addition of 86 mg of triethylamine (0.85 mmol, 1.0 eq.) and 92 mg of methoxyacetylchloride (0.85 mmol, 1.0 eq.), the resulting reaction mixture was heated for four h at 50° C. For completition of reaction further 64 mg of triethylamine (0.64 mmol, 0.75 eq.) and 69 mg of methoxyacetylchloride (0.64 mmol, 0.75 eq.) were added and the suspension was heated for two h at 50° C. After cooling and dilution with water, the pH was adjusted to 7 using 3N aqueous sodium hydroxide solution. The precipitated crude product was filtered off and dried in vacuo yielding 267 mg (0.63 mmol, 74%) of target compound. The crude material was pure enough for further processings.

후처리

  1. customthe resulting reaction mixture
  2. additionwere added
  3. temperaturethe suspension was heated for two h at 50° C
  4. temperatureAfter cooling
  5. customThe precipitated crude product
  6. filtrationwas filtered off
  7. customdried in vacuo
  8. customyielding 267 mg (0.63 mmol, 74%) of target compound

출처 및 근거

ORD 기록
ord-8e332f9e89404a4fa46c9f75b20b8d7a
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09416125B2

반응 노트

불러오는 중…