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Isopropanol → Imatinib Mesylate

HRID 15376
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HRID 15376 반응식
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[CH3:6][C:7]1[CH:8]=[CH:9][C:10]([NH:26][C:27]([C:29]2[CH:30]=[CH:31][C:32]([CH2:35][N:36]3[CH2:41][CH2:40][N:39]([CH3:42])[CH2:38][CH2:37]3)=[CH:33][CH:34]=2)=[O:28])=[CH:11][C:12]=1[NH:13][C:14]1[N:15]=[CH:16][CH:17]=[C:18]([C:20]2[CH:21]=[CH:22][CH:23]=[N:24][CH:25]=2)[N:19]=1.C(O)(C)C.C(OCC)(=O)C>C(O)C>[CH3:6][C:7]1[CH:8]=[CH:9][C:10]([NH:26][C:27]([C:29]2[CH:34]=[CH:33][C:32]([CH2:35][N:36]3[CH2:37][CH2:38][N:39]([CH3:42])[CH2:40][CH2:41]3)=[CH:31][CH:30]=2)=[O:28])=[CH:11][C:12]=1[NH:13][C:14]1[N:19]=[C:18]([C:20]2[CH:21]=[CH:22][CH:23]=[N:24][CH:25]=2)[CH:17]=[CH:16][N:15]=1.[CH3:1][S:2]([OH:5])(=[O:4])=[O:3]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 3776IsopropanolHCID 5291ImatinibHCID 6395Methanesulfonic AcidHCID 8857Ethyl Acetate

생성물 1

HCID 123596Imatinib Mesylate

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
65 °C

실험 절차

Methanesulfonic acid (ca. 0.99 eq.) was added, with stirring to a suspension of Imatinib (10.647 g) in ethyl alcohol (173 mL) heated previously to 65° C. and the mixture was stirred for 5 min. The seeds of the α-crystal form (0.279 g) were added to the solution at approx. 44° C. followed by dropwise addition of isopropyl alcohol (65 mL) and ethyl acetate (238 mL). Stirring at room temperature (approx. 24-25° C.) was continued for 4 hours and then the mixture was left without stirring for 64 h. The product was filtered off and washed with 50 mL of ethyl acetate. The crystals were dried under reduced pressure at room temperature to afford 11.85 g (93.1%) of α-crystal form of Imatinib monomesylate.

후처리

  1. additionThe seeds of the α-crystal form (0.279 g) were added to the solution at approx. 44° C.
  2. stirringStirring at room temperature (approx. 24-25° C.)
  3. waitwas continued for 4 hours
  4. waitthe mixture was left
  5. stirringwithout stirring for 64 h
  6. filtrationThe product was filtered off
  7. washwashed with 50 mL of ethyl acetate
  8. customThe crystals were dried under reduced pressure at room temperature

출처 및 근거

ORD 기록
ord-8b07da66c7b84ae4b6c6d39409d2fcd6
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07732601B2

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