4-(2-Amino-4-nitro-phenylsulfanyl)-phenol → 4-[2-(7-Methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-4-nitro-phenylsulfanyl]-phenol

HRID 883964Notes

Reaction equation

HRID 883964 reaction equation
[C:1]([C:3]1[C:4]([N:10]=[CH:11][N:12](C)C)=[N:5][C:6]([CH3:9])=[CH:7][CH:8]=1)#[N:2].N[C:16]1[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[CH:19]=[CH:18][C:17]=1[S:25][C:26]1[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=1>C(O)(=O)C>[CH3:9][C:6]1[CH:7]=[CH:8][C:3]2[C:1]([NH:2][C:18]3[CH:19]=[C:20]([N+:22]([O-:24])=[O:23])[CH:21]=[CH:16][C:17]=3[S:25][C:26]3[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=3)=[N:12][CH:11]=[N:10][C:4]=2[N:5]=1

Participants

4

Reactant 2

HCID 668084214-(2-Amino-4-nitro-phenylsulfanyl)-phenolHCID 66808573N'-(3-Cyano-6-methyl-pyridin-2-yl)-N,N-dimethyl-formamidine

Product 1

HCID 668083744-[2-(7-Methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-4-nitro-phenylsulfanyl]-phenolYield 89.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of the product from Example 10B (340 mg, 1.80 mmol), and the product of Example 63A (480 mg, 1.80 mmol) in acetic acid (10 mL) was stirred in an oil bath preheated to 130° C. for 30 minutes. The mixture was then cooled to room temperature, the acetic acid removed under vacuum leaving a brown oil as the title compound (0.65 g, 89%).

Workup

  1. customthe acetic acid removed under vacuum

Sources & evidence

ORD record
ord-ed3d28e330ca4cc4b6b2dc33a8cbe921
Source dataset
uspto-grants-2012_08
Patent number
US08236950B2

Reaction notes

Loading…