3-Chloro-4-(2-pyridylmethoxy)aniline → N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-5-(2-ethoxyethyl)-5H-pyrrolo[3,2-d]pyrimidin-4-amine

HRID 1786908Notes

Reaction equation

HRID 1786908 reaction equation
Cl[C:2]1[C:3]2[N:10]([CH2:11][CH2:12][O:13][CH2:14][CH3:15])[CH:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[Cl:16][C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][C:23]=1[O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=1)[NH2:20]>CN1CCCC1=O>[Cl:16][C:17]1[CH:18]=[C:19]([NH:20][C:2]2[C:3]3[N:10]([CH2:11][CH2:12][O:13][CH2:14][CH3:15])[CH:9]=[CH:8][C:4]=3[N:5]=[CH:6][N:7]=2)[CH:21]=[CH:22][C:23]=1[O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=1

Participants

4

Reactant 2

HCID 167812123-Chloro-4-(2-pyridylmethoxy)anilineHCID 860848224-chloro-5-(2-ethoxyethyl)-5H-pyrrolo[3,2-d]pyrimidine

Product 1

HCID 57597275N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-5-(2-ethoxyethyl)-5H-pyrrolo[3,2-d]pyrimidin-4-amineYield 53.2%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

To a solution of 4-chloro-5-(2-ethoxyethyl)-5H-pyrrolo[3,2-d]pyrimidine (160 mg) in 1-methyl-2-pyrrolidone (1.4 mL) was added 3-chloro-4-(pyridin-2-ylmethoxy)aniline (250 mg). The title compound (160 mg) was obtained as pale-yellow needle crystals by the reaction in the same manner as in Example 42 (ii).

Sources & evidence

ORD record
ord-2c549748491a4043be9951f2fb8a73be
Source dataset
uspto-grants-2009_03
Patent number
US07507740B2

Reaction notes

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