2-Chloro-6-methylpyridine-4-carbonyl chloride → (4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(2-amino-6-methyl-pyridin-4-yl)-methanone

HRID 736344Notes

Reaction equation

HRID 736344 reaction equation
BrC1[C:10]2C(Cl)=NC=[N:6][C:5]=2[N:4](C(C)C)C=1.ClC1C=C(C=C(C)N=1)C(Cl)=O.[NH2:26][C:27]1[C:28]2[C:35]([C:36]([C:38]3[CH:43]=[CH:42][CH:41]=C(N)N=3)=[O:37])=[CH:34][N:33]([CH:45]([CH3:47])[CH3:46])[C:29]=2[N:30]=[CH:31][N:32]=1>>[NH2:26][C:27]1[C:28]2[C:35]([C:36]([C:38]3[CH:43]=[C:42]([CH3:41])[N:4]=[C:5]([NH2:6])[CH:10]=3)=[O:37])=[CH:34][N:33]([CH:45]([CH3:46])[CH3:47])[C:29]=2[N:30]=[CH:31][N:32]=1

Participants

4

Reactant 3

HCID 27821302-Chloro-6-methylpyridine-4-carbonyl chlorideHCID 457894285-Bromo-4-chloro-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidineHCID 68908256(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(6-amino-pyridin-2-yl)-methanone

Product 1

HCID 68902711(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(2-amino-6-methyl-pyridin-4-yl)-methanone

Procedure

The title compound was prepared from 5-Bromo-4-chloro-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine (15.8 g, 50.7 mmol) and 2-Chloro-6-methyl-isonicotinoyl chloride (9.6 g, 50.7 mmol) by procedures analogous to those described for the preparation (4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(6-amino-pyridin-2-yl)-methanone. MS: 311.2 (MH+); HPLC Rf: 3.23 min. (HPLC method 4); HPLC purity: 100%.

Sources & evidence

ORD record
ord-44997e47282843249cdec8e52186921b
Source dataset
uspto-grants-2009_09
Patent number
US07595325B2

Reaction notes

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