1-Pentanol → HCID 178443971, compound

HRID 19597

Reaction equation

HRID 19597 reaction equation
[CH2:1]([NH:8][C:9]1[C:10]2[NH:18][N:17]=[C:16]([CH:19]([CH3:21])[CH3:20])[C:11]=2[N:12]=[C:13](Cl)[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:22]([NH2:29])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].C(O)CCCC>>[CH2:1]([NH:8][C:9]1[C:10]2[NH:18][N:17]=[C:16]([CH:19]([CH3:21])[CH3:20])[C:11]=2[N:12]=[C:13]([NH:29][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 62761-PentanolHCID 81271-HeptanamineHCID 178440418HCID 178440418, compound

Product 1

HCID 178443971HCID 178443971, compoundYield 60%

Procedure

The mixture 85.6 mg of 7-benzylamino-5-chloro-3-isopropylpyrazolo[4,3-d]pyrimidine XVI, 0.21 mL of heptyl amine and 1 mL of pentanol was heated at 125° C. for 12 hours. The reaction mixture was evaporated to dryness in vacuo and then chromatographed on silica gel. The mixture of chloroform/acetone/heptane (1:1:1) was used as a mobile phase. Yield=60%; white syrupy; MS (ES+): 381.0 (100%, M+H+). 1H-NMR (300 MHz, CDCl3): 0.86 t (3H, J=6.6 Hz), 1.22-1.36 m (12H), 1.56 m (2H), 1.64 m (2H), 3.12 sept (1H, J=7.1 Hz), 3.41 d (2H, J=5.2 Hz), 4.79 bs (2H), 7.19-7.35 m (5H), 7.60 s (1H).

Workup

  1. customThe reaction mixture was evaporated to dryness in vacuo
  2. customchromatographed on silica gel
  3. additionThe mixture of chloroform/acetone/heptane (1:1:1)

Sources & evidence

ORD record
ord-8788a7a8f8c142fda46230991ee08f8f
Source dataset
uspto-grants-2010_06
Patent number
US07745450B2

Linked notes

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