2-(p-Bromophenyl)-5-pyrimidinecarboxamidine hydrochloride → 2-(p-Fluorophenyl)-5'-propyl-5,2'-bipyrimidinyl

HRID 64587Notes

Reaction equation

HRID 64587 reaction equation
Cl.Br[C:3]1C=[CH:7][C:6]([C:9]2N=CC(C(N)=N)=CN=2)=[CH:5][CH:4]=1.Cl.[F:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[N:31]=[CH:30][C:29]([C:32]([NH2:34])=[NH:33])=[CH:28][N:27]=2)=[CH:22][CH:21]=1>>[F:19][C:20]1[CH:21]=[CH:22][C:23]([C:26]2[N:27]=[CH:28][C:29]([C:32]3[N:34]=[CH:9][C:6]([CH2:5][CH2:4][CH3:3])=[CH:7][N:33]=3)=[CH:30][N:31]=2)=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 135875272-(p-Bromophenyl)-5-pyrimidinecarboxamidine hydrochlorideHCID 202363682-(p-Fluorophenyl)-5-pyrimidinecarboxamidine hydrochloride

Product 1

HCID 135875302-(p-Fluorophenyl)-5'-propyl-5,2'-bipyrimidinyl

Procedure

Example 4 was repeated except that 2-(p-bromophenyl)-5-pyrimidinecarboxamidine hydrochloride and α-pentyl-62 -dimethylaminoacrolein in Example 4 were replaced by 2-(p-fluorophenyl)-5-pyrimidinecarboxamidine hydrochloride and α-propyl-62 -dimethylaminoacrolein, respectively, to obtain 2-(p-fluorophenyl)-5'-propyl-5,2'-bipyrimidinyl, which exhibited a C-N point of 199° C. and a N-I point of 203° C.

Sources & evidence

ORD record
ord-398b0629325441fca43faecc30c122bd
Source dataset
uspto-grants-1986_09
Patent number
US04609485

Reaction notes

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