Tert-butyl 2-iodobenzoate → tert-Butyl 2-[2-[[2-(4-chlorophenyl)-4-methylthiazole-5-carbonyl]aminomethyl]morpholin-4-yl]benzoate

HRID 602209Notes

Reaction equation

HRID 602209 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH:3]([CH2:7][NH:8][C:9]([C:11]2[S:15][C:14]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)=[N:13][C:12]=2[CH3:23])=[O:10])[CH2:2]1.I[C:25]1[CH:37]=[CH:36][CH:35]=[CH:34][C:26]=1[C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28]>>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([C:14]2[S:15][C:11]([C:9]([NH:8][CH2:7][CH:3]3[O:4][CH2:5][CH2:6][N:1]([C:34]4[CH:35]=[CH:36][CH:37]=[CH:25][C:26]=4[C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:2]3)=[O:10])=[C:12]([CH3:23])[N:13]=2)=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 11438134Tert-butyl 2-iodobenzoateHCID 58992645N-(morpholin-2-yl methyl)-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamide

Product 1

HCID 58992641tert-Butyl 2-[2-[[2-(4-chlorophenyl)-4-methylthiazole-5-carbonyl]aminomethyl]morpholin-4-yl]benzoateYield 63%

Procedure

Using N-(morpholin-2-yl methyl)-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamide (120 mg, 0.341 mmol) and tert-butyl 2-iodobenzoate (104 mg, 0.341 mmol), the same procedure was followed as in Example 58 to give 113 mg (63%) of the desired compound as a pale yellow amorphous product.

Sources & evidence

ORD record
ord-30cd68fef2c94269b2dab6ab8de28c75
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Reaction notes

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