Dimethylformamide dimethyl acetal → HCID 86698275, compound

HRID 2408945Notes

Reaction equation

HRID 2408945 reaction equation
[NH2:1][C:2]1[NH:3][C:4]([CH3:10])=[C:5]([CH3:9])[C:6]=1[C:7]#[N:8].[CH3:11]OC(OC)N(C)C.C1(C)C=CC=CC=1.C(O)(=O)C.[NH2:30][C:31]1[CH:32]=[C:33]([C:37]([O:39][CH3:40])=[O:38])[Se:34][C:35]=1[CH3:36]>C(O)(=O)C>[CH3:9][C:5]1[C:6]2[C:7]([NH:30][C:31]3[CH:32]=[C:33]([C:37]([O:39][CH3:40])=[O:38])[Se:34][C:35]=3[CH3:36])=[N:8][CH:11]=[N:1][C:2]=2[NH:3][C:4]=1[CH3:10]

Participants

6

Reactant 4

HCID 78373Dimethylformamide dimethyl acetalHCID 27563912-amino-4,5-dimethyl-1H-pyrrole-3-carbonitrileHCID 18331056Acetic acid tolueneHCID 59547213HCID 59547213, compound

Product 1

HCID 86698275HCID 86698275, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

As shown in scheme K, 2-amino-4,5-dimethyl-1H-pyrrole-3-carbonitrile (Fischer, R. W. et. al., Org. Proc. Res. Dev., 2001, 5, 581-586) is reacted with N,N-dimethylformamide-dimethylacetal in the presence of toluene/acetic acid, followed by methyl 4-amino-5-methylselenophene-2-carboxylate in acetic acid to yield methyl 4-(5,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-5-methylselenophene-2-carboxylate.

Sources & evidence

ORD record
ord-3bd509d34a6249b9bf8cd5f0542fc13e
Source dataset
uspto-grants-2014_08
Patent number
US08815879B2

Reaction notes

Loading…