Diisopropylethylamine → HCID 18957149, compound

HRID 2379473Notes

Reaction equation

HRID 2379473 reaction equation
[C:1]1([NH:7][C:8]2[N:9]=[N:10][N:11]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][CH:22]3[CH2:27][CH2:26][CH2:25][CH2:24][O:23]3)[N:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N1N=NC(NC2C=CC=CC=2)=N1)CCCCCCCCCCC.Cl[C:53](Cl)([O:55]C(=O)OC(Cl)(Cl)Cl)Cl.Cl.[CH3:65][O:66][C:67]1[CH:73]=[C:72]([O:74][CH3:75])[CH:71]=[C:70]([O:76][CH3:77])[C:68]=1[NH2:69].C(N(C(C)C)CC)(C)C>>[C:1]1([N:7]([C:8]2[N:9]=[N:10][N:11]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][CH:22]3[CH2:27][CH2:26][CH2:25][CH2:24][O:23]3)[N:12]=2)[C:53]([NH:69][C:68]2[C:70]([O:76][CH3:77])=[CH:71][C:72]([O:74][CH3:75])=[CH:73][C:67]=2[O:66][CH3:65])=[O:55])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 5

HCID 81531DiisopropylethylamineHCID 94429TriphosgeneHCID 27644342,4,6-trimethoxyaniline HydrochlorideHCID 10806269HCID 10806269, compoundHCID 18957150HCID 18957150, compound

Product 1

HCID 18957149HCID 18957149, compound

Procedure

When in the procedure of Example 1(f) an appropriate amount of (±)N-phenyl-2-[8-[(tetrahydro-2H-pyran-2-yl)oxy]octyl]-2H-tetrazol-5-amine was substituted for 2-dodecyl-N-phenyl-2H-tetrazol-5-amine, and reacted with triphosgene and 2,4,6-trimethoxyaniline hydrochloride in the presence of two equivalents of diisopropylethylamine, the title compound was obtained. 1H NMR (CDCl3): 8.7 (br s, 0.6H), 8.6 (br s, 0.4H), 7.4 (m, 5H), 6.2 (s, 2H), 4.6 (m, 1H), 4.5 (m, 2H), 3.8 (two s, 9H), 3.7 (m, 1H), 3.6 (t, 1H), 3.5 (m, 1H), 3.4 (m, 1H), 1.9 (m, 2H), 1.7-1.9 (m, 6H), 1.6 (m, 4H), 1.3 (m, 6H).

Sources & evidence

ORD record
ord-45d74da8a2cd4d6b9743efd517c6e69b
Source dataset
uspto-grants-1994_11
Patent number
US05362744

Reaction notes

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