2,4,5-Trichloropyrimidine → 5-chloro-N2-(2-cyclopropyl-1,3-oxazol-5-yl)-N4-[4-(diethylphosphoryl)-2-methoxyphenyl]pyrimidine-2,4-diamine

HRID 921367Notes

Reaction equation

HRID 921367 reaction equation
C(P(C1C=C[C:10]([NH2:11])=C(OC)C=1)(CC)=O)C.ClC1N=C(Cl)C(Cl)=CN=1.Cl[C:26]1[N:31]=[C:30]([NH:32][C:33]2[CH:38]=[CH:37][C:36]([P:39]([CH2:43][CH3:44])([CH2:41][CH3:42])=[O:40])=[CH:35][C:34]=2[O:45][CH3:46])[C:29]([Cl:47])=[CH:28][N:27]=1.[CH:48]1([C:51]2[O:55][C:54]([NH2:56])=NC=2)[CH2:50][CH2:49]1>>[Cl:47][C:29]1[C:30]([NH:32][C:33]2[CH:38]=[CH:37][C:36]([P:39]([CH2:43][CH3:44])([CH2:41][CH3:42])=[O:40])=[CH:35][C:34]=2[O:45][CH3:46])=[N:31][C:26]([NH:56][C:54]2[O:55][C:51]([CH:48]3[CH2:49][CH2:50]3)=[N:11][CH:10]=2)=[N:27][CH:28]=1

Participants

5

Reactant 4

HCID 2372592,4,5-TrichloropyrimidineHCID 67052703(4-Amino-3-methoxyphenyl)diethylphosphine oxideHCID 670532735-Cyclopropyl-1,3-oxazol-2-amineHCID 866688062,5-dichloro-N-[4-(diethylphosphoryl)-2-methoxyphenyl]pyrimidin-4-amine2×

Product 1

HCID 681569675-chloro-N2-(2-cyclopropyl-1,3-oxazol-5-yl)-N4-[4-(diethylphosphoryl)-2-methoxyphenyl]pyrimidine-2,4-diamine

Procedure

This compound can be prepared as in Example 32 by reacting 4-(diethylphosphoryl)-2-methoxyaniline with 2,4,5-trichloropyrimidine to 2,5-dichloro-N-[4-(diethylphosphoryl)-2-methoxyphenyl]pyrimidin-4-amine. 2,5-dichloro-N-[4-(diethylphosphoryl)-2-methoxyphenyl]pyrimidin-4-amine is then reacted with 5-cyclopropyl-1,3-oxazol-2-amine according to the procedure described in Example 32.

Workup

  1. customThis compound can be prepared as in Example 32

Sources & evidence

ORD record
ord-e5346b6dabb44b47941548cf449262e0
Source dataset
uspto-grants-2016_03
Patent number
US09273077B2

Reaction notes

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