5-(Chloromethyl)-2-(4-chlorophenyl)-4-methyl-1,3-thiazole → 4-(tert-Butoxycarbonyl)-2-[[2-(4-chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]morpholine

HRID 602201

Reaction equation

HRID 602201 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH2:14][OH:15])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[CH2:17][C:18]1[S:22][C:21]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)=[N:20][C:19]=1[CH3:30]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH2:14][O:15][CH2:17][C:18]2[S:22][C:21]([C:23]3[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=3)=[N:20][C:19]=2[CH3:30])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 27636945-(Chloromethyl)-2-(4-chlorophenyl)-4-methyl-1,3-thiazoleHCID 5201202tert-Butyl 2-(hydroxymethyl)morpholine-4-carboxylate

Product 1

HCID 589925864-(tert-Butoxycarbonyl)-2-[[2-(4-chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]morpholineYield 69%

Procedure

Using 4-(tert-butoxycarbonyl)morpholin-2-ylmethanol (217 mg, 1.00 mmol) and 5-chloromethyl-2-(4-chlorophenyl)-4-methylthiazole (258 mg, 1.00 mmol), the same procedure was followed as in Step 5a of Example 5 to give 303 mg (69%) of the desired compound as a yellow oil.

Sources & evidence

ORD record
ord-a8c8ab09ba804ad1883e637058be9dde
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Linked notes

Loading…