1-(Tributylstannyl)methanol → N-(4-(2-(Hydroxymethyl)-6-(4-(trifluoromethyl)phenyl)pyrimidin-4-yloxy)-benzo[d]thiazol-2-yl)acetamide

HRID 2056704Notes

Reaction equation

HRID 2056704 reaction equation
Cl[C:2]1[N:7]=[C:6]([O:8][C:9]2[C:14]3[N:15]=[C:16]([NH:18][C:19](=[O:21])[CH3:20])[S:17][C:13]=3[CH:12]=[CH:11][CH:10]=2)[CH:5]=[C:4]([C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=2)[N:3]=1.C([Sn]([CH2:45][OH:46])(CCCC)CCCC)CCC>>[OH:46][CH2:45][C:2]1[N:7]=[C:6]([O:8][C:9]2[C:14]3[N:15]=[C:16]([NH:18][C:19](=[O:21])[CH3:20])[S:17][C:13]=3[CH:12]=[CH:11][CH:10]=2)[CH:5]=[C:4]([C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=2)[N:3]=1

Participants

3

Reactant 2

HCID 41935931-(Tributylstannyl)methanolHCID 58612070N-{4-[2-chloro-6-(4-trifluoromethyl-phenyl)-pyrimidin-4-yloxy]-benzo[d]thiazol-2-yl}-acetamide

Product 1

HCID 11518253N-(4-(2-(Hydroxymethyl)-6-(4-(trifluoromethyl)phenyl)pyrimidin-4-yloxy)-benzo[d]thiazol-2-yl)acetamide

Procedure

The reaction of N-{4-[2-chloro-6-(4-trifluoromethyl-phenyl)-pyrimidin-4-yloxy]-benzo[d]thiazol-2-yl}-acetamide (233 mg, 0.5 mmol, Example 7(d)) and tributylstannyl-methanol (322 mg, 1.0 mmol, prepared according to the procedure described in Synthetic Communication, 1994, 24, 1117-1120) under the conditions of Example 7(e) gave the title compound as a white amorphous solid. MS (ESI, pos. ion) m/z: 461 (M+1).

Workup

  1. customprepared

Sources & evidence

ORD record
ord-8485dd9fb30f404281de78fa8e58ac20
Source dataset
uspto-grants-2008_02
Patent number
US07335672B2

Reaction notes

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