Isobutyl chloroformate → HCID 67869897, compound

HRID 2165709Notes

Reaction equation

[CH3:1][C:2]1[C:7]([OH:8])=[C:6]([CH3:9])[N:5]=[C:4]([NH:10][CH2:11][CH:12]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:13][CH2:14][CH3:15])[N:3]=1.[CH2:22]([O:26][C:27](Cl)=[O:28])[CH:23]([CH3:25])[CH3:24]>>[CH3:9][C:6]1[C:7]([O:8][C:27]([O:26][CH2:22][CH:23]([CH3:25])[CH3:24])=[O:28])=[C:2]([CH3:1])[N:3]=[C:4]([NH:10][CH2:11][CH:12]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:13][CH2:14][CH3:15])[N:5]=1

Participants

Reactant 2

HCID 62365Isobutyl chloroformate

HCID 67869929HCID 67869929, compound

Product 1

HCID 67869897HCID 67869897, compound

Procedure

In a manner similar to that of the method of Example 2, the title compound was prepared from 0.5 g (1.8 mmol) of 4,6-dimethyl-5-hydroxy-2-phenylpentylaminopyrimidine and isobutylchoroformate (0.23 ml, 1.8 mmol) to afford 0.45 g of product. Mass spectrum m/e=385. NMR (CDCl3) delta: 7.27-7.16 (m, 5H): 5.00 (bs, 1H); 4.06 (d, 5 Hz, 2H); 3.00-3.60 (m, 2H); 2.61 (t, 4 Hz, 2H); 2.23 (s, 6H): 1.65-1.36 (m, 6H): 0.99 (d, 4 Hz, 6H). IR (CHCl3) 1760, 1580 cm-1. Anal. Calc'd for C22H31O3N3 : C, 68.54: H, 8.10: N, 10.90. Found: C, 68.14; H, 7.85; N, 10.69.

Sources & evidence

ORD record: ord-a43db0a0e5ea4130bd5fd36b8f212f6f
Source dataset: uspto-grants-1990_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04940712

Reaction notes

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