Cyanoacetic acid → HCID 59491521, compound

HRID 577410Notes

Reaction equation

HRID 577410 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([N:22]4[CH2:27][CH2:26][O:25][CH2:24][CH2:23]4)=[CH:18][CH:17]=3)[N:10]=2)=[CH:4][CH:3]=1.[C:28]([CH2:30][C:31](O)=[O:32])#[N:29]>>[O:25]1[CH2:26][CH2:27][N:22]([C:19]2[CH:18]=[CH:17][C:16]([NH:15][C:11]3[N:10]=[C:9]([S:8][C:5]4[CH:6]=[CH:7][C:2]([NH:1][C:31](=[O:32])[CH2:30][C:28]#[N:29])=[CH:3][CH:4]=4)[CH:14]=[CH:13][N:12]=3)=[CH:21][CH:20]=2)[CH2:23][CH2:24]1

Participants

3

Reactant 2

HCID 9740Cyanoacetic acidHCID 59491503HCID 59491503, compound

Product 1

HCID 59491521HCID 59491521, compoundYield 68%

Procedure

In a procedure analogous to Example 15, reaction of 4-(4-aminophenylthio)-N-(4-morpholinophenyl)pyrimidin-2-amine (60 mg, 0.16 mmol) and cyanoacetic acid (46 mg, 0.32 mmol) furnished the product (48 mg, 68%).

Sources & evidence

ORD record
ord-d279b178ba254ef6859ac2cef4328c57
Source dataset
uspto-grants-2015_05
Patent number
US09040549B2

Reaction notes

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