Picolyl chloride → HCID 67591911, compound

HRID 346023Notes

Reaction equation

HRID 346023 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:19]=[CH:20][CH:21]=1)[O:6][C@H:7]1[C@@H:16]([OH:17])[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([OH:18])[CH:14]=2)[O:9][CH2:8]1.[N:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[CH2:28]Cl>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:19]=[CH:20][CH:21]=1)[O:6][C@H:7]1[C@@H:16]([OH:17])[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:18][CH2:28][C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][N:22]=3)[CH:14]=2)[O:9][CH2:8]1

Participants

4

Reactant 2

HCID 23393Picolyl chlorideHCID 86745186HCID 86745186, compound

Product 1

HCID 67591911HCID 67591911, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

By the method of Example 13, using flash chromatography with 40:9:1 CH2Cl2 :hexane:isopropanol as eluant and recrystallization from 1:1 toluene:hexane, the title product of Example 25 (0.37 g, 0.00128 mol) and 2-picolyl chloride were converted to present title product, 0.15 g (30%), m.p. 105°-107° C. MS (m/e) calculated: 379.1424, found: 379.1394.

Workup

  1. customhexane:isopropanol as eluant and recrystallization from 1:1 toluene

Sources & evidence

ORD record
ord-7461f4041bf543dbb0ca49cb50621c18
Source dataset
uspto-grants-1991_10
Patent number
US05059609

Reaction notes

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