2-Chloro-N-methoxy-N-methylisonicotinamide → (4-Chloro-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(2-chloro-pyridin-4-yl)-methanone

HRID 736347Notes

Reaction equation

HRID 736347 reaction equation
Br[C:2]1[C:10]2[C:9]([Cl:11])=[N:8][CH:7]=[N:6][C:5]=2[N:4]([CH:12]([CH3:14])[CH3:13])[CH:3]=1.[Cl:15][C:16]1[CH:17]=[C:18]([CH:25]=[CH:26][N:27]=1)[C:19](N(OC)C)=[O:20].BrC1C=C(C(C2C3C(Cl)=NC=NC=3N(C(C)C)C=2)=O)C=NC=1>>[Cl:11][C:9]1[C:10]2[C:2]([C:19]([C:18]3[CH:25]=[CH:26][N:27]=[C:16]([Cl:15])[CH:17]=3)=[O:20])=[CH:3][N:4]([CH:12]([CH3:14])[CH3:13])[C:5]=2[N:6]=[CH:7][N:8]=1

Participants

4

Reactant 3

HCID 185068942-Chloro-N-methoxy-N-methylisonicotinamideHCID 457894285-Bromo-4-chloro-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidineHCID 86603152(5-Bromo-pyridin-3-yl)-(4-chloro-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone

Product 1

HCID 86603156(4-Chloro-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(2-chloro-pyridin-4-yl)-methanone

Procedure

The title compound was prepared from 5-Bromo-4-chloro-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine (6.5 g, 23.7 mmol) and 2-Chloro-N-methoxy-N-methyl-isonicotinamide (5.7 g, 28.4 mmol) by procedures analogous to those described for the preparation of (5-Bromo-pyridin-3-yl)-(4-chloro-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone. MS: 295.8 (MH−); HPLC Rf: 2.0 min. (HPLC method 2); HPLC purity: 100%.

Sources & evidence

ORD record
ord-b843ce9c8a3f46a791aa515924f1c84d
Source dataset
uspto-grants-2009_09
Patent number
US07595325B2

Reaction notes

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