Dimethylformamide → HCID 21851297, compound

HRID 617154Notes

Reaction equation

Cl[C:2]1[N:11]=[C:10]([N:12]2[CH2:17][CH2:16][CH:15]([CH2:18][N:19]3[C:28](=[O:29])[C:27]4[C:22](=[CH:23][CH:24]=[C:25]([CH3:30])[CH:26]=4)[N:21]([CH3:31])[C:20]3=[O:32])[CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][C:6]([O:35][CH3:36])=[C:7]([O:33][CH3:34])[CH:8]=2)[N:3]=1.C[N:38]1[CH2:42][CH2:41][CH2:40][C:39]1=O.CN(C)C=[O:47]>>[CH3:34][O:33][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][C:6]=1[O:35][CH3:36])[N:3]=[C:2]([N:38]1[CH2:42][CH2:41][O:47][CH2:40][CH2:39]1)[N:11]=[C:10]2[N:12]1[CH2:13][CH2:14][CH:15]([CH2:18][N:19]2[C:28](=[O:29])[C:27]3[C:22](=[CH:23][CH:24]=[C:25]([CH3:30])[CH:26]=3)[N:21]([CH3:31])[C:20]2=[O:32])[CH2:16][CH2:17]1

Participants

Reactant 3

HCID 6228Dimethylformamide

HCID 13387N-methyl-2-pyrrolidone

HCID 21851256HCID 21851256, compound2×

Product 1

HCID 21851297HCID 21851297, compoundYield 76%

Procedure

The same procedure as in Example 1 was repeated, except that 300 mg (0.59 mmol) of 3-[1-(2-chloro-6,7-dimethoxy-4-quinazolinyl)-4-piperidinyl]methyl-1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxoquinazoline (Compound h) obtained in Reference Example 9 was used in place of Compound a, and N-methylpyrrolidinone was used as the solvent in place of dimethylformamide, to give 250 mg (yield: 76%) of Compound 27 as white crystals.

Workup

customobtained in Reference Example 9

Sources & evidence

ORD record: ord-130d7da1d1b94041aa636cb68cdc4416
Source dataset: uspto-grants-1999_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05948784

Reaction notes

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