Reaktion #60912

ord-f3e9bbdf3bf645ebbbf2ee85215dbf78

Reaktionsgleichung

[C-]#[N+]C(c1cccc(I)c1)S(=O)(=O)c1ccc(C)cc1
Intermediate 53
[C-]#[N+]C(c1cccc(I)c1)S(=O)(=O)c1ccc(C)cc1
(3-iodophenyl)(isocyano)methyl 4-methylphenyl sulfone
Cn1c(C#C[Si](C)(C)C)nc(-c2ccccc2)c1-c1nc2c(N)ncnc2s1
(4-methoxyphenyl)(phenylsulfonyl)methylformamide
Cn1c(C#C[Si](C)(C)C)nc(-c2ccccc2)c1-c1nc2c(N)ncnc2s1
2-{1-Methyl-4-phenyl-2-[(trimethylsilyl)ethynyl]-1H-imidazol-5-yl}[1,3]thiazolo[5,4-d]pyrimidin-7-amine
Cc1ccc(S(=O)(=O)C(NC=O)c2cccc(I)c2)cc1
Intermediate 52
Cc1ccc(S(=O)(=O)C(NC=O)c2cccc(I)c2)cc1
{(3-iodophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide
→
[C-]#[N+]C(c1ccc(OC)cc1)S(=O)(=O)c1ccc(C)cc1
title compound
[C-]#[N+]C(c1ccc(OC)cc1)S(=O)(=O)c1ccc(C)cc1
Isocyano(4-methoxyphenyl)methyl 4-methylphenyl sulfone

Edukte

—
solid
[C-]#[N+]C(c1cccc(I)c1)S(=O)(=O)c1ccc(C)cc1
Intermediate 53
[C-]#[N+]C(c1cccc(I)c1)S(=O)(=O)c1ccc(C)cc1
(3-iodophenyl)(isocyano)methyl 4-methylphenyl sulfone
Cn1c(C#C[Si](C)(C)C)nc(-c2ccccc2)c1-c1nc2c(N)ncnc2s1
(4-methoxyphenyl)(phenylsulfonyl)methylformamide
Cn1c(C#C[Si](C)(C)C)nc(-c2ccccc2)c1-c1nc2c(N)ncnc2s1
2-{1-Methyl-4-phenyl-2-[(trimethylsilyl)ethynyl]-1H-imidazol-5-yl}[1,3]thiazolo[5,4-d]pyrimidin-7-amine
Cc1ccc(S(=O)(=O)C(NC=O)c2cccc(I)c2)cc1
Intermediate 52
Cc1ccc(S(=O)(=O)C(NC=O)c2cccc(I)c2)cc1
{(3-iodophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The title compound was prepared by a similar process to that described for Intermediate 53 but using (4-methoxyphenyl)(phenylsulfonyl)methylformamide (Tetrahedron Lett., 1996, 37 (45), 8113) in place of {(3-iodophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide (Intermediate 52). Tan solid (26.15 g, 97%)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07427616B2uspto-grants-2008_09