2'-Chloro-4',4'-difluoro-4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran] hydrochloride → [4-[(2-Chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-1-(3-methyl-2-pyridyl)pyrazol-3-yl]methanol

HRID 1517624Notes

Reaction equation

HRID 1517624 reaction equation
Cl.[Cl:2][C:3]1[S:18][C:6]2[C:7]3([CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[O:8][CH2:9][C:10]([F:12])([F:11])[C:5]=2[CH:4]=1.[CH3:19][C:20]1[C:21]([N:26]2[CH:30]=[C:29]([CH:31]=O)[C:28]([C:33]([O-])=[O:34])=[N:27]2)=[N:22][CH:23]=[CH:24][CH:25]=1>>[Cl:2][C:3]1[S:18][C:6]2[C:7]3([O:8][CH2:9][C:10]([F:12])([F:11])[C:5]=2[CH:4]=1)[CH2:13][CH2:14][N:15]([CH2:31][C:29]1[C:28]([CH2:33][OH:34])=[N:27][N:26]([C:21]2[C:20]([CH3:19])=[CH:25][CH:24]=[CH:23][N:22]=2)[CH:30]=1)[CH2:16][CH2:17]3

Participants

3

Reactant 2

HCID 671676842'-Chloro-4',4'-difluoro-4',5'-dihydrospiro[piperidine-4,7'-thieno[2,3-c]pyran] hydrochlorideHCID 1317298561-(3-Methylpyridin-2-yl)-4-formyl-pyrazole-3-carboxylate

Product 1

HCID 58268557[4-[(2-Chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-1-(3-methyl-2-pyridyl)pyrazol-3-yl]methanolYield 14%

Procedure

The title compound is prepared essentially as described in Example 60 by using 2′-chloro-4′,4′-difluoro-4′,5′-dihydrospiro[piperidine-4,7′-thieno[2,3-c]pyran]hydrochloride and 1-(3-methylpyridin-2-yl)-4-formyl-pyrazole-3-carboxylate as starting materials in a 14% yield. MS (m/z): 481 (M+1).

Sources & evidence

ORD record
ord-f47c3fcebb114908bd37aefa2fb3293a
Source dataset
uspto-grants-2012_07
Patent number
US08232289B2

Reaction notes

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