2-Amino-4,6-dichloropyrimidine → N4-{2-[(2-aminopyrimidin-4-yl)amino]ethyl}-6-chloropyrimidine-2,4-diamine

HRID 2386986Notes

Reaction equation

HRID 2386986 reaction equation
Cl.Cl.[NH2:3][CH2:4][CH2:5][NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([NH2:13])[N:8]=1.[NH2:14][C:15]1[N:20]=[C:19](Cl)[CH:18]=[C:17]([Cl:22])[N:16]=1>>[NH2:13][C:9]1[N:8]=[C:7]([NH:6][CH2:5][CH2:4][NH:3][C:19]2[CH:18]=[C:17]([Cl:22])[N:16]=[C:15]([NH2:14])[N:20]=2)[CH:12]=[CH:11][N:10]=1

Participants

3

Reactant 2

HCID 655222-Amino-4,6-dichloropyrimidineHCID 86638141N4-(2-aminoethyl)pyrimidine-2,4-diamine dihydrochloride

Product 1

HCID 71681979N4-{2-[(2-aminopyrimidin-4-yl)amino]ethyl}-6-chloropyrimidine-2,4-diamine

Procedure

The product of Example 1E (250 mg, 1.11 mmol) and 2-amino-4,6-dichloropyrimidine (201 mg, 1.23 mmol) were treated under the conditions described in Example 1F to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 3.31-3.41 (m, 4H) 5.72 (d, J=5.95 Hz, 1H) 5.75 (s, 1H) 5.85 (s, 2H) 6.40 (s, 2H) 6.85 (s, 1H) 7.21 (s, 1H) 7.61 (d, J=5.55 Hz, 1H); MS (ESI+) m/z 280.9 (M+H)+.

Sources & evidence

ORD record
ord-e600498e5c294062a866d34543225f21
Source dataset
uspto-grants-2012_09
Patent number
US08268846B2

Reaction notes

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