methyl L-prolinate hydrochloride → N-{4-[5-{2,8-Dimethyl-5H-dibenzo[a,d]cyclohepten-5-yl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl]pyrimidin-2-yl]-L-proline, methyl ester

HRID 1871978Notes

Reaction equation

HRID 1871978 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH:13]=[C:12]([CH:14]3[C:20]4[CH:21]=[CH:22][C:23]([CH3:25])=[CH:24][C:19]=4[CH:18]=[CH:17][C:16]4[CH:26]=[C:27]([CH3:30])[CH:28]=[CH:29][C:15]3=4)[C:11](=[O:31])[NH:10][C:9]2=[O:32])[CH:5]=[CH:4][N:3]=1.Cl.[CH3:34][O:35][C:36](=[O:42])[C@@H:37]1[CH2:41][CH2:40][CH2:39][NH:38]1>>[CH3:25][C:23]1[CH:22]=[CH:21][C:20]2[CH:14]([C:12]3[C:11](=[O:31])[NH:10][C:9](=[O:32])[N:8]([C:6]4[CH:5]=[CH:4][N:3]=[C:2]([N:38]5[CH2:39][CH2:40][CH2:41][C@H:37]5[C:36]([O:35][CH3:34])=[O:42])[N:7]=4)[CH:13]=3)[C:15]3[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][C:16]=3[CH:17]=[CH:18][C:19]=2[CH:24]=1

Participants

3

Reactant 2

HCID 2733200methyl L-prolinate hydrochlorideHCID 186897501-[2-Chloropyrimidin-4-yl}-5-[2,8-dimethyl-5H-dibenzo[a,d]cyclohepten-5-yl]-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 131721950N-{4-[5-{2,8-Dimethyl-5H-dibenzo[a,d]cyclohepten-5-yl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl]pyrimidin-2-yl]-L-proline, methyl ester

Procedure

The subtitle compound was prepared from the product of example 8 step (ii) (0.3 g) and L-proline methyl ester hydrochloride (0.56 g) by the method of example 10 step (ii). Purification was by chromatography eluting with 5% methanol in chloroform. Yield 0.3 g.

Workup

  1. customPurification
  2. washeluting with 5% methanol in chloroform

Sources & evidence

ORD record
ord-17ce48c7c5104f799be6250e74f7b1db
Source dataset
uspto-grants-2000_08
Patent number
US06107297

Reaction notes

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