1,3-Benzodioxol-5-amine → 4-[3,4-(Methylenedioxy)anilino]-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidine

HRID 1517443Notes

Reaction equation

HRID 1517443 reaction equation
Cl[C:2]1[C:3]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[CH:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[CH2:19]1[O:28][C:27]2[CH:26]=[CH:25][C:23]([NH2:24])=[CH:22][C:21]=2[O:20]1.O1CCN(C2C3N=C(C4C=CC(F)=CC=4)C=CC=3N=CN=2)CC1>>[CH2:19]1[O:28][C:27]2[CH:26]=[CH:25][C:23]([NH:24][C:2]3[C:3]4[N:11]=[C:10]([C:12]5[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=5)[CH:9]=[CH:8][C:4]=4[N:5]=[CH:6][N:7]=3)=[CH:22][C:21]=2[O:20]1

Participants

4

Reactant 3

HCID 843101,3-Benzodioxol-5-amineHCID 576983666-(4-Fluorophenyl)-4-(morpholin-4-yl)pyrido[3,2-d]pyrimidineHCID 579067564-Chloro-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidine

Product 1

HCID 576983234-[3,4-(Methylenedioxy)anilino]-6-(4-fluorophenyl)pyrido[3,2-d]pyrimidineYield 94%

Procedure

was synthesized from 4-chloro-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidine and 3,4-(methylendioxy)aniline in 94% yield, using the procedure described for the synthesis of 4-morpholino-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidine. The mass spectrum characterising data was as follows: MS (m/z): 361 ([M+H]+, 100).

Sources & evidence

ORD record
ord-a76b43cac693431e8f52ccfd573a1432
Source dataset
uspto-grants-2012_07
Patent number
US08232278B2

Reaction notes

Loading…