Cyclopropanecarbonyl chloride → HCID 69000631, compound

HRID 2112766Notes

Reaction equation

HRID 2112766 reaction equation
Cl.ClC1N=C(Cl)C2CNCCC=2N=1.C1(C(Cl)=O)CC1.Cl[C:21]1[N:22]=[C:23](Cl)[C:24]2[CH2:30][N:29]([C:31]([CH:33]3[CH2:35][CH2:34]3)=[O:32])[CH2:28][CH2:27][C:25]=2[N:26]=1.[Cl:37][C:38]1[CH:45]=[C:44]([F:46])[CH:43]=[CH:42][C:39]=1[CH2:40][NH2:41].[NH2:47][CH2:48][CH2:49][NH:50][C:51]([O:53][C:54]([CH3:57])([CH3:56])[CH3:55])=[O:52]>>[Cl:37][C:38]1[CH:45]=[C:44]([F:46])[CH:43]=[CH:42][C:39]=1[CH2:40][NH:41][C:23]1[C:24]2[CH2:30][N:29]([C:31]([CH:33]3[CH2:35][CH2:34]3)=[O:32])[CH2:28][CH2:27][C:25]=2[N:26]=[C:21]([NH:47][CH2:48][CH2:49][NH:50][C:51]([O:53][C:54]([CH3:57])([CH3:56])[CH3:55])=[O:52])[N:22]=1

Participants

6

Reactant 5

HCID 77637Cyclopropanecarbonyl chlorideHCID 1399092-Chloro-4-fluorobenzylamineHCID 187201N-BOC-ethylenediamineHCID 457899652,4-Dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine--hydrogen chloride (1/1)HCID 58731662HCID 58731662, compound2×

Product 1

HCID 69000631HCID 69000631, compound

Procedure

From 2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine hydrochloride prepared according to Reference Example 1 and cyclopropylcarbonyl chloride, 2,4-dichloro-6-cyclopropylcarbonyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine was prepared in the same way as Process Step 1 of Example 1. Further, 2,4-dichloro-6-cyclopropylcarbonyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine was allowed to sequentially react with 2-chloro-4-fluorobenzylamine and N-(2-aminoethyl)(tert-butoxy)carboxamide in the same way as Process Steps 2 and 3 of Example 1, to yield 4-(2-chloro-4-fluorobenzylamino)-6-cyclopropylcarbonyl-2-(2-tert-butoxycarbonylaminoethylamino)-5,6,7,8-tetrahydropyrido [4,3-d]pyrimidine.

Workup

  1. customwas prepared in the same way as Process Step 1 of Example 1

Sources & evidence

ORD record
ord-a5fb15b2d516469cb2f70d179a59b69f
Source dataset
uspto-grants-2009_04
Patent number
US07524852B2

Reaction notes

Loading…