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

HRID 605182Notes

Reaction equation

HRID 605182 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 153B (380 mg, 1.63 mmol) was reacted with the product of Example 29A (284 mg, 1.63 mmol) using the procedure of Example 29E substituting the product of Example 153B for the product of Example 29D 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-efc23e559d5d4fcfa8ede741eae2a5a9
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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