4-[6-Bromo-2-(trichloromethyl)-1,3-benzodiazol-1-yl]pyrimidin-2-amine → 4-[6-iodo-2-(trichloromethyl)-1H-1,3-benzodiazol-1-yl]pyrimidin-2-amine

HRID 1398654Notes

Reaction equation

HRID 1398654 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:9]=[C:8]([C:10]([Cl:13])([Cl:12])[Cl:11])[N:7]([C:14]3[CH:19]=[CH:18][N:17]=[C:16]([NH2:20])[N:15]=3)[C:6]=2[CH:21]=1.NC1C=CC([I:29])=CC=1NC1C=CN=C(N)N=1>>[I:29][C:2]1[CH:3]=[CH:4][C:5]2[N:9]=[C:8]([C:10]([Cl:13])([Cl:12])[Cl:11])[N:7]([C:14]3[CH:19]=[CH:18][N:17]=[C:16]([NH2:20])[N:15]=3)[C:6]=2[CH:21]=1

Participants

3

Reactant 2

HCID 681818334-[6-Bromo-2-(trichloromethyl)-1,3-benzodiazol-1-yl]pyrimidin-2-amineHCID 681818414-N-(2-amino-5-iodophenyl)pyrimidine-2,4-diamine

Product 1

HCID 681819434-[6-iodo-2-(trichloromethyl)-1H-1,3-benzodiazol-1-yl]pyrimidin-2-amine

Procedure

The title compound was prepared by procedure described for 4-[6-bromo-2-(trichloromethyl)-1H-1,3-benzodiazol-1-yl]pyrimidin-2-amine, by replacing 4-N-(2-amino-5-bromophenyl)pyrimidine-2,4-diamine with 4-N-(2-amino-5-iodophenyl)pyrimidine-2,4-diamine: 1H NMR (500 MHz, DMSO) delta 1.91 (3H, s), 7.01 (1H, d, J=5.1 Hz), 7.22 (2H, s), 7.77-7.69 (3H, m), 8.58 (1H, d, J=5.0 Hz), 11.97 (1H, s); LC-MS: m/z=+454/456/458 (M+H)+.

Sources & evidence

ORD record
ord-49e9e939fae74948aa263f68c50840b2
Source dataset
uspto-grants-2014_12
Patent number
US08901313B2

Reaction notes

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