Diisopropylethylamine → HCID 68684038, 화합물

HRID 2234444노트

반응식

HRID 2234444 반응식
[NH2:1][C:2]1[C:10]([O:11][CH2:12][CH3:13])=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([F:14])[CH:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH2:39][CH:40]1[CH2:45][CH2:44][N:43]([CH3:46])[CH2:42][CH2:41]1.C(N(C(C)C)CC)(C)C>CN(C=O)C>[NH2:1][C:2]1[C:10]([O:11][CH2:12][CH3:13])=[CH:9][C:5]([C:6]([NH:39][CH:40]2[CH2:45][CH2:44][N:43]([CH3:46])[CH2:42][CH2:41]2)=[O:8])=[C:4]([F:14])[CH:3]=1

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 27375314-Amino-1-methylpiperidineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 686826134-Amino-5-ethoxy-2-fluorobenzoic acid2회

생성물 1

HCID 68684038HCID 68684038, 화합물수율 87.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4-amino-5-ethoxy-2-fluorobenzoic acid (Intermediate 171; 190 mg, 0.95 mmol), HATU (545 mg, 1.43 mmol) and 4-amino-1-methylpiperidine (Fluorochem; 164 mg, 1.43 mmol) were stirred in DMF (3 mL) and diisopropylethylamine (0.58 ml, 2.86 mmol) added. The mixture was stirred over night and then absorbed on to an SCX column, washed with methanol and eluted with ammonia in methanol. Product containing fractions were concentrated and purified by column chromatography (3% ammonia in methanol/DCM) to yield the title compound as a white crystalline solid (245 mg, 86%).

후처리

  1. customabsorbed on to an SCX column
  2. washwashed with methanol
  3. washeluted with ammonia in methanol
  4. additionProduct containing fractions
  5. concentrationwere concentrated
  6. custompurified by column chromatography (3% ammonia in methanol/DCM)

출처 및 근거

ORD 기록
ord-e47ce2b03c8c4a64b7886cac014cc1e6
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709471B2

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