Isobutyryl chloride → HCID 135437285, compound

HRID 535261Notes

Reaction equation

HRID 535261 reaction equation
[C:1](Cl)(=[O:5])[CH:2]([CH3:4])[CH3:3].[NH:7]1[C:16](=[O:17])[C:15]2[NH:14][CH:13]=[N:12][C:11]=2[N:10]=[C:8]1[NH2:9]>N1C=CC=CC=1>[C:1]([NH:9][C:8]1[NH:7][C:16](=[O:17])[C:15]2[NH:14][CH:13]=[N:12][C:11]=2[N:10]=1)(=[O:5])[CH:2]([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 62325Isobutyryl chlorideHCID 135398634Guanine

Product 1

HCID 135437285HCID 135437285, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

Isobutyryl chloride (2.02 mL, 19.9 mmol) was added dropwise to a stirred suspension of guanine (3.02 g, 20 mmol) and TEA (1.45 mL, 10.4 mmol) in anhydrous pyridine (40 mL). The mixture was stirred for 3 h at 100° C. The reaction was quenched using methanol, and the solid was filtered, washed with methanol and dried in vacuo to give 10: yield 2.67 g (60%); MS (+ESI): m/z 222 [M+H]+.

Workup

  1. customThe reaction was quenched
  2. filtrationthe solid was filtered
  3. washwashed with methanol
  4. customdried in vacuo

Sources & evidence

ORD record
ord-d95ff78554e24573998bd3e4a0dcaf9b
Source dataset
uspto-grants-2014_10
Patent number
US08859490B2

Reaction notes

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