N'-(3-Cyano-pyridin-2-yl)-N,N-dimethyl-formamidine → 4-(4-Hydroxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-phenol

HRID 883871Notes

Reaction equation

HRID 883871 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([OH:16])[CH:5]=[CH:6][C:7]=1[S:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1.C([C:19]1[C:20]([N:25]=[CH:26][N:27]([CH3:29])C)=[N:21][CH:22]=[CH:23][CH:24]=1)#N.NC1C=C(OCC2C=CC=C(F)C=2)C=CC=1SC1C=CC(O)=CC=1>>[OH:15][C:12]1[CH:13]=[CH:14][C:9]([S:8][C:7]2[CH:6]=[CH:5][C:4]([OH:16])=[CH:3][C:2]=2[NH:1][C:29]2[C:19]3[CH:24]=[CH:23][CH:22]=[N:21][C:20]=3[N:25]=[CH:26][N:27]=2)=[CH:10][CH:11]=1

Participants

4

Reactant 3

HCID 66808319N'-(3-Cyano-pyridin-2-yl)-N,N-dimethyl-formamidineHCID 668086774-[2-Amino-4-(3-fluoro-benzyloxy)-phenylsulfanyl]-phenolHCID 670403013-Amino-4-(4-hydroxy-phenylsulfanyl)-phenol2×

Product 1

HCID 670407844-(4-Hydroxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-phenolYield 35.4%

Procedure

The product of Example 16B (380 mg, 1.63 mmol) was reacted with the product of Example 15A (284 mg, 1.63 mmol) using the procedure of Example 15E substituting the product of Example 16B for the product of Example 15D to provide a solid which was triturated with methanol to provide the title compound (209 mg, 35%).

Workup

  1. customto provide a solid which
  2. customwas triturated with methanol

Sources & evidence

ORD record
ord-7d933d83cff84ce6b090c50c1425ffb0
Source dataset
uspto-grants-2012_08
Patent number
US08236950B2

Reaction notes

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