Triphosgene → 6,6-Dimethyl-3-(6-(phenylethynyl)pyridazin-3-yl)-1,3-oxazinan-2-one

HRID 1917573Notes

Reaction equation

HRID 1917573 reaction equation
[CH3:1][C:2]([OH:21])([CH2:4][CH2:5][NH:6][C:7]1[N:8]=[N:9][C:10]([C:13]#[C:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:11][CH:12]=1)[CH3:3].Cl[C:23](Cl)([O:25]C(=O)OC(Cl)(Cl)Cl)Cl>>[CH3:3][C:2]1([CH3:1])[O:21][C:23](=[O:25])[N:6]([C:7]2[N:8]=[N:9][C:10]([C:13]#[C:14][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)=[CH:11][CH:12]=2)[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 94429TriphosgeneHCID 575167752-Methyl-4-(6-phenylethynyl-pyridazin-3-ylamino)-butan-2-ol

Product 1

HCID 534946996,6-Dimethyl-3-(6-(phenylethynyl)pyridazin-3-yl)-1,3-oxazinan-2-one

Procedure

The title compound, a crystalline light yellow solid, MS: m/e=308.3 (M+H+), was prepared in accordance with the general method of Example 152, step 2 starting from 2-methyl-4-(6-phenylethynyl-pyridazin-3-ylamino)-butan-2-ol (Example 153, step 1) and triphosgene.

Sources & evidence

ORD record
ord-5e25c063e8ee4a379ee0c8cbba22b476
Source dataset
uspto-grants-2013_12
Patent number
US08618296B2

Reaction notes

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