1-Boc-4-(hydroxymethyl)pyrazole → N-(4-isopropylphenyl)-8-nitro-N-[(pyrazol-4-yl)methyl]chroman-4-carboxamide

HRID 218744Notes

Reaction equation

HRID 218744 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([CH:13]2[C:22]3[C:17](=[C:18]([N+:23]([O-:25])=[O:24])[CH:19]=[CH:20][CH:21]=3)[O:16][CH2:15][CH2:14]2)=[O:12])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].C(OC([N:33]1[CH:37]=[C:36]([CH2:38]O)[CH:35]=[N:34]1)=O)(C)(C)C>>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]([CH2:38][C:36]2[CH:37]=[N:33][NH:34][CH:35]=2)[C:11]([CH:13]2[C:22]3[C:17](=[C:18]([N+:23]([O-:25])=[O:24])[CH:19]=[CH:20][CH:21]=3)[O:16][CH2:15][CH2:14]2)=[O:12])=[CH:8][CH:9]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 178541471-Boc-4-(hydroxymethyl)pyrazoleHCID 17854307N-(4-isopropylphenyl)-8-nitrochroman-4-carboxamide

Product 1

HCID 59597301N-(4-isopropylphenyl)-8-nitro-N-[(pyrazol-4-yl)methyl]chroman-4-carboxamideYield 57.3%

Procedure

By the reaction and treatment in the same manner as in Example 82 using N-(4-isopropylphenyl)-8-nitrochroman-4-carboxamide (4.1 g) and 1-(tert-butyloxycarbonyl)-4-(hydroxymethyl)pyrazole (2.4 g) as starting materials, N-(4-isopropylphenyl)-8-nitro-N-[(pyrazol-4-yl)methyl]chroman-4-carboxamide (2.9 g) was obtained.

Sources & evidence

ORD record
ord-f3a99581d5c748b1903c8414afa111c0
Source dataset
uspto-grants-2012_06
Patent number
US08198454B2

Reaction notes

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