1-Boc-4-(hydroxymethyl)pyrazole → 5-benzyloxy-N-(6-isopropylpyridin-3-yl)-8-methyl-N-[(pyrazol-4-yl)methyl]-1,2,3,4-tetrahydronaphthalene-1-carboxamide

HRID 218750Notes

Reaction equation

HRID 218750 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:16]([CH3:19])=[C:15]2[C:10]=1[CH2:11][CH2:12][CH2:13][CH:14]2[C:20]([NH:22][C:23]1[CH:24]=[N:25][C:26]([CH:29]([CH3:31])[CH3:30])=[CH:27][CH:28]=1)=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC([N:39]1[CH:43]=[C:42]([CH2:44]O)[CH:41]=[N:40]1)=O)(C)(C)C>>[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:16]([CH3:19])=[C:15]2[C:10]=1[CH2:11][CH2:12][CH2:13][CH:14]2[C:20]([N:22]([C:23]1[CH:24]=[N:25][C:26]([CH:29]([CH3:31])[CH3:30])=[CH:27][CH:28]=1)[CH2:44][C:42]1[CH:43]=[N:39][NH:40][CH:41]=1)=[O:21])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 178541471-Boc-4-(hydroxymethyl)pyrazoleHCID 178543245-benzyloxy-N-(6-isopropylpyridin-3-yl)-8-methyl-1,2,3,4-tetrahydronaphthalene-1-carboxamide

Product 1

HCID 591911895-benzyloxy-N-(6-isopropylpyridin-3-yl)-8-methyl-N-[(pyrazol-4-yl)methyl]-1,2,3,4-tetrahydronaphthalene-1-carboxamideYield 58.4%

Procedure

By the reaction and treatment in the same manner as in Example 82 using 5-benzyloxy-N-(6-isopropylpyridin-3-yl)-8-methyl-1,2,3,4-tetrahydronaphthalene-1-carboxamide (1.75 g) and 1-(tert-butyloxycarbonyl)-4-(hydroxymethyl)pyrazole (0.84 g) as starting materials, 5-benzyloxy-N-(6-isopropylpyridin-3-yl)-8-methyl-N-[(pyrazol-4-yl)methyl]-1,2,3,4-tetrahydronaphthalene-1-carboxamide (1.22 g) was obtained.

Sources & evidence

ORD record
ord-3d70e350cb4441f58a046f6f6bf8926b
Source dataset
uspto-grants-2012_06
Patent number
US08198454B2

Reaction notes

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