3,4-dihydro-2H-pyran → HCID 66856170, compound

HRID 2282219Notes

Reaction equation

HRID 2282219 reaction equation
[CH2:1]([O:3][C:4]1[N:5]=[C:6]([C:14]2[CH:19]=[CH:18][N:17]=[C:16]([NH:20][C:21](=[O:23])[CH3:22])[CH:15]=2)[S:7][C:8]=1[C:9]1[NH:13][CH:12]=[N:11][N:10]=1)[CH3:2].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[O:36]1[CH:41]=[CH:40][CH2:39][CH2:38][CH2:37]1>O1CCCC1>[CH2:1]([O:3][C:4]1[N:5]=[C:6]([C:14]2[CH:19]=[CH:18][N:17]=[C:16]([NH:20][C:21](=[O:23])[CH3:22])[CH:15]=2)[S:7][C:8]=1[C:9]1[N:13]=[CH:12][N:11]([CH:37]2[CH2:38][CH2:39][CH2:40][CH2:41][O:36]2)[N:10]=1)[CH3:2]

Participants

5

Reactant 3

HCID 80803,4-dihydro-2H-pyranHCID 521998p-Toluenesulfonic acid monohydrateHCID 178467398HCID 178467398, compound

Product 1

HCID 66856170HCID 66856170, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Using N-{4-[4-ethoxy-5-(4H-1,2,4-triazol-3-yl)-1,3-thiazol-2-yl]pyridin-2-yl}acetamide (6.2 g, 19 mmol) produced in Example 8-B (v), p-toluenesulfonic acid monohydrate (4.3 g, 23 mmol), 3,4-dihydro-2H-pyran (7.9 g, 94 mmol) and tetrahydrofuran (188 mL) as starting materials and in the same manner as in Example 4-B(i), the title compound (4.7 g, 60%) was obtained as a yellow solid.

Sources & evidence

ORD record
ord-55551669451d42f38ca6ef33125d05d3
Source dataset
uspto-grants-2015_09
Patent number
US09139589B2

Reaction notes

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