Tert-butyldimethyl(4-(oxiran-2-ylmethoxy)phenoxy)silane → 4-(2-Hydroxy-3-(1-(5-methylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)propoxy)phenol

HRID 221639노트

반응식

HRID 221639 반응식
C([Si](C)(C)[O:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH:15]2[CH2:17][O:16]2)=[CH:9][CH:8]=1)(C)(C)C.[CH3:20][C:21]1[C:29]2[C:28]([N:30]3[CH2:35][CH2:34][CH:33]([NH2:36])[CH2:32][CH2:31]3)=[N:27][CH:26]=[N:25][C:24]=2[S:23][CH:22]=1>>[OH:16][CH:15]([CH2:17][NH:36][CH:33]1[CH2:32][CH2:31][N:30]([C:28]2[C:29]3[C:21]([CH3:20])=[CH:22][S:23][C:24]=3[N:25]=[CH:26][N:27]=2)[CH2:35][CH2:34]1)[CH2:14][O:13][C:10]1[CH:9]=[CH:8][C:7]([OH:6])=[CH:12][CH:11]=1

참가 물질

3

반응물 2

HCID 19385012Tert-butyldimethyl(4-(oxiran-2-ylmethoxy)phenoxy)silaneHCID 690423951-(5-Methylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine

생성물 1

HCID 249364884-(2-Hydroxy-3-(1-(5-methylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-ylamino)propoxy)phenol수율 11%

실험 절차

Synthesis followed SP6 (3 h), using 150 μmol tert-butyldimethyl(4-(oxiran-2-ylmethoxy)phenoxy)silane and 1-(5-methylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine to give O-silylated intermediate upon purification by prep. HPLC (reversed phase) with 11% yield. Product was obtained by deprotection according to SP7 and purification by prep. HPLC (reversed phase) with 76% yield.

후처리

  1. customSynthesis
  2. customSP6 (3 h)
  3. customto give O-silylated intermediate
  4. customupon purification by prep
  5. customProduct was obtained by deprotection
  6. customaccording to SP7 and purification by prep

출처 및 근거

ORD 기록
ord-27cfaed441b647929fcf043d52e6a63c
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08207174B2

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