Tributyl[(methoxymethoxy)methyl]stannane → 1-[6-(4-Bromo-2-chloro-phenylamino)-7-fluoro-3H-benzoimidazol-5-yl]-2-methoxymethoxy-ethanol

HRID 1676466Notes

Reaction equation

HRID 1676466 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:10]([CH:19]=[O:20])=[CH:11][C:12]3[NH:16][CH:15]=[N:14][C:13]=3[C:17]=2[F:18])=[C:4]([Cl:21])[CH:3]=1.C([Sn](CCCC)(CCCC)[CH2:27][O:28][CH2:29][O:30][CH3:31])CCC>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:10]([CH:19]([OH:20])[CH2:27][O:28][CH2:29][O:30][CH3:31])=[CH:11][C:12]3[NH:16][CH:15]=[N:14][C:13]=3[C:17]=2[F:18])=[C:4]([Cl:21])[CH:3]=1

Participants

3

Reactant 2

HCID 4193592Tributyl[(methoxymethoxy)methyl]stannaneHCID 112456086-(4-Bromo-2-chloro-phenylamino)-7-fluoro-3H-benzoimidazole-5-carbaldehyde

Product 1

HCID 673451521-[6-(4-Bromo-2-chloro-phenylamino)-7-fluoro-3H-benzoimidazol-5-yl]-2-methoxymethoxy-ethanol

Procedure

6-(4-Bromo-2-chloro-phenylamino)-7-fluoro-3H-benzoimidazole-5-carbaldehyde 10f is treated with tributyl-methoxymethoxymethyl-stannane according to the procedure described in Example 42, Step A to yield compound 101. MS APCI (+) m/z 444, 446 (M+, Br pattern) detected.

Sources & evidence

ORD record
ord-f0e8c502c50441a588b3662c44e927c4
Source dataset
uspto-grants-2011_08
Patent number
US08003805B2

Reaction notes

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