Acetic Acid → (4-((Pyridin-2-ylamino)methyl)phenyl)methanol

HRID 7185

반응식

HRID 7185 반응식
O[CH2:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[CH:5][CH:4]=1.[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C1COCC1>[N:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[NH:11][CH2:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][OH:8])=[CH:5][CH:4]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 104392-AminopyridineHCID 5563304-(Hydroxymethyl)benzaldehydeHCID 5049666Sodium triacetoxyborohydride

생성물 1

HCID 22018543(4-((Pyridin-2-ylamino)methyl)phenyl)methanol수율 74%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Using general procedure B: Reaction of 4-hydroxymethyl-benzaldehyde (1.01 g, 7.42 mmol), 2-aminopyridine (697 mg, 7.42 mmol), acetic acid (0.5 mL) and sodium triacetoxyborohydride (3.2 g, 14.8 mmol) in THF (20 mL) at room temperature under N2 for 40 min., then one hour at 50° C., followed by purification of crude material using chromatography on silica gel (2:2:96 CH3OH—NH3 H2O—CH2Cl2), afforded the title compound (1.17 g, 74%) as white foam.

후처리

  1. customone hour at 50° C., followed by purification of crude material

출처 및 근거

ORD 기록
ord-5a2f7a20ec2f494cadf3ca0313a915ff
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084155B2

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