2-Amino-4-chloropyrimidine → HCID 44609410, compound

HRID 2386982Notes

Reaction equation

HRID 2386982 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]1[C:7]2[CH2:17][CH2:16][CH2:15][C:14]3[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=3[C:8]=2[N:9]=[C:10]([NH2:12])[N:11]=1.[NH2:22][C:23]1[N:28]=[CH:27][CH:26]=[C:25](Cl)[N:24]=1>>[NH2:22][C:23]1[N:28]=[C:27]([NH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]2[C:7]3[CH2:17][CH2:16][CH2:15][C:14]4[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=4[C:8]=3[N:9]=[C:10]([NH2:12])[N:11]=2)[CH:26]=[CH:25][N:24]=1

Participants

3

Reactant 2

HCID 2233322-Amino-4-chloropyrimidineHCID 86761617HCID 86761617, compound

Product 1

HCID 44609410HCID 44609410, compound

Procedure

The product of Example 3B (45 mg, 0.126 mmol) and 2-amino-6-chloropyrimidine (21 mg, 0.164 mmol) were treated under the conditions described in Example 1F to afford the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 7.86 (d, J=5.16 Hz, 1H) 7.64-7.70 (m, 1H) 7.28-7.40 (m, 2H) 7.17-7.23 (m, 1H) 5.77 (d, J=5.95 Hz, 1H) 5.30 (s, 1H) 5.02 (t, J=5.55 Hz, 1H) 4.63 (s, 2H) 3.59 (q, J=6.35 Hz, 2H) 3.32 (d, J=5.16 Hz, 2H) 2.58 (t, J=6.54 Hz, 2H) 2.05-2.24 (m, 4H) 1.83-1.96 (m, 2H); MS (ESI+) m/z 377.0 (M+H)+.

Sources & evidence

ORD record
ord-0538555b8b434336ad1e954d161a4ff5
Source dataset
uspto-grants-2012_09
Patent number
US08268846B2

Reaction notes

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