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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Hydrochloric Acid → {5-[2-(Thieno[3,2-d]pyrimidin-4-ylamino)-ethyl]-thiazol-2-yl}-carbamic acid phenyl ester

HRID 1818925
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인쇄 미리보기

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HRID 1818925 반응식
[C:1]([O:5][C:6](=[O:25])[NH:7][C:8]1[S:9][C:10]([CH2:13][CH2:14][NH:15][C:16]2[C:17]3[S:24][CH:23]=[CH:22][C:18]=3[N:19]=[CH:20][N:21]=2)=[CH:11][N:12]=1)([CH3:4])([CH3:3])C.Cl.C(N(CC)CC)C.ClC(O[C:38]1[CH:43]=CC=C[CH:39]=1)=O>O1CCOCC1.C1COCC1>[C:1]1([O:5][C:6](=[O:25])[NH:7][C:8]2[S:9][C:10]([CH2:13][CH2:14][NH:15][C:16]3[C:17]4[S:24][CH:23]=[CH:22][C:18]=4[N:19]=[CH:20][N:21]=3)=[CH:11][N:12]=2)[CH:3]=[CH:43][CH:38]=[CH:39][CH:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 86603168{5-[2-(Thieno[3,2-d]pyrimidin-4-ylamino)-ethyl]-thiazol-2-yl}-carbamic acid tert-butyl ester

생성물 1

HCID 86603169{5-[2-(Thieno[3,2-d]pyrimidin-4-ylamino)-ethyl]-thiazol-2-yl}-carbamic acid phenyl ester

시약·촉매·용매 2

HCID 8028
Tetrahydrofuran
용매
HCID 312751,4-Dioxane용매2회

실험 절차

To a suspension of compound 14.2 (23.7 mmol) in 1,4-dioxane (100 mL) was added HCl (70 mL of a 4.0 M in 1,4-dioxane) at 0° C. The reaction was allowed to warm to room temperature, stirred for 2 hours and concentrated to dryness to give a tan solid. The crude solid was suspended in THF (200 mL) and cooled to 0° C. Triethylamine (33 mL) was added followed by phenyl chloroformate (26.1 mmol). The reaction mixture was allowed to slowly warm to room temperature and stirred for 2 hours. Volatiles were removed under reduced pressure at room temperature, water was added and the solid collected by vacuum filtration. The solid was washed with ethyl ether and dried under vacuum to give {5-[2-(thieno[3,2-d]pyrimidin-4-ylamino)-ethyl]-thiazol-2-yl}-carbamic acid phenyl ester (compound 16.1) in 80% yield as a tan solid.

후처리

  1. concentrationconcentrated to dryness
  2. customto give a tan solid
  3. temperaturecooled to 0° C
  4. temperatureto slowly warm to room temperature
  5. stirringstirred for 2 hours
  6. customVolatiles were removed under reduced pressure at room temperature
  7. additionwater was added
  8. filtrationthe solid collected by vacuum filtration
  9. washThe solid was washed with ethyl ether
  10. customdried under vacuum

출처 및 근거

ORD 기록
ord-a798282908d04f38bbfbded3907c4112
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07601725B2

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