Triethylamine → HCID 23043003, compound

HRID 2165708Notes

Reaction equation

HRID 2165708 reaction equation
P(O)(O)(O)=O.[CH3:6][C:7]1[C:12]([OH:13])=[C:11]([CH3:14])[N:10]=[C:9]([NH:15][CH2:16][CH:17]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:18][CH2:19][CH2:20][CH3:21])[N:8]=1.C(N(CC)CC)C.Cl[C:36]([O:38][CH2:39][CH3:40])=[O:37]>>[CH3:14][C:11]1[C:12]([O:13][C:36]([O:38][CH2:39][CH3:40])=[O:37])=[C:7]([CH3:6])[N:8]=[C:9]([NH:15][CH2:16][CH:17]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:18][CH2:19][CH2:20][CH3:21])[N:10]=1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 67870448HCID 67870448, compound

Product 1

HCID 23043003HCID 23043003, compound

Procedure

In a manner similar to that of Example 1, the title compound was prepared from 4.71 g (12 mmol) of 4,6-dimethyl-5-hydroxy-2-phenylhexylaminopyrimidine phosphate salt, triethylamine (16.52 ml, 120 mmol) and ethyl chloroformate (1.7 ml, 18 mmol) to afford 3.8 g of product, mp: 44°-45° C. Mass spectrum m/e=371. NMR (CDCl3) delta: 7.34-7.16 (m, 5H): 5.00 (bs, 1H); 4.36 (q, 6, 3 Hz, 2H): 3.40 (q, 6, 3 Hz, 2H): 2.65, (t, 3 Hz, 2H); 1.74-1.36) (m, 11H). IR (CHCl3): 1761, 1583 cm-1. Anal. Calc'd for C21H29N3O3 : C, 67.90 H, 7.87; N, 11.31. Found: C, 67.95; H, 7.85; N, 11.14.

Sources & evidence

ORD record
ord-fd5cc7165cf64efca8a9183e9e06159a
Source dataset
uspto-grants-1990_07
Patent number
US04940712

Reaction notes

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