2-Chloro-5-methylpyrimidine → HCID 55299071, compound

HRID 1916253Notes

Reaction equation

HRID 1916253 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1.ClC1[N:15]=[CH:14][C:13]([CH3:16])=CN=1>>[NH:15]1[CH2:14][CH:13]([C:2]2[N:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=2)[CH2:16]1

Participants

3

Reactant 2

HCID 5817192-Chloro-5-methylpyrimidineHCID 116296072-Chloro-4-methylpyrimidine2×

Product 1

HCID 55299071HCID 55299071, compound

Procedure

Compound P17 was prepared according to the general procedure for the synthesis of P12 described in Preparation 51, except that 2-chloro-4-methylpyrimidine (the synthesis of 2-chloro-4-methylpyrimidine is described by D. B. Harden & M. J. Mokrosz, J. Organic Chem., 1998, 53, 4137-4140) was used instead of 2-chloro-5-methylpyrimidine, to provide P17. Yield: 647 mg, 4.34 mmol, 87%. 1H NMR (400 MHz, CD3OD) δ 2.52 (s, 3H), 4.0 (m, 2H), 4.12 (m, 2H), 4.18 (m, 1H), 7.23 (d, J=5.4 Hz, 1H), 8.59 (d, J=5.4 Hz, 1H).

Workup

  1. customCompound P17 was prepared
  2. customaccording to the general procedure for the synthesis of P12
  3. customto provide P17

Sources & evidence

ORD record
ord-54c638a19604410e9a344f7a6a3f9b1c
Source dataset
uspto-grants-2013_12
Patent number
US08618117B2

Reaction notes

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