N-Methylethylamine → HCID 23442482, compound

HRID 2119660Notes

Reaction equation

I[CH2:2][CH2:3][CH2:4][N:5]1[C:14]2[CH:13]=[CH:12][C:11]([CH3:15])=[CH:10][C:9]=2[C:8](=[O:16])[C:7]2[N:17]([CH3:20])[N:18]=[CH:19][C:6]1=2.[CH2:21]([N:24]1C2C=CC(C)=CC=2C(=O)C2N(C)N=C[C:25]1=2)[CH:22]=C.C(NC)C.CO.[Cl:46]CCl>>[ClH:46].[CH2:21]([N:24]([CH3:25])[CH2:2][CH2:3][CH2:4][N:5]1[C:14]2[CH:13]=[CH:12][C:11]([CH3:15])=[CH:10][C:9]=2[C:8](=[O:16])[C:7]2[N:17]([CH3:20])[N:18]=[CH:19][C:6]1=2)[CH3:22]

Participants

Reactant 4

HCID 12219N-Methylethylamine

HCID 21226129Dichloromethane methanol

HCID 23442312HCID 23442312, compound

HCID 23442487HCID 23442487, compound2×

Product 1

HCID 23442482HCID 23442482, compound

Procedure

The title compound was prepared according to the procedure of step 2 in EXAMPLE 57 using an inseparable mixture of 4-(3-iodopropyl)-1,7-dimethyl-1,4-dihydro-9H-pyrazolo[4,3-b]quinolin-9-one and 4-allyl-1,7-dimethyl-1,4-dihydro-9H-pyrazolo[4,3-b]quinolin-9-one (EXAMPLE 59, step 1) and N-ethylmethylamine instead of dimethylamine. The title compound and 4-allyl-1,7-dimethyl-1,4-dihydro-9H-pyrazolo[4,3-b]quinolin-9-one were separable by column chromatography on silica gel eluting with methanol/dichloromethane (1:9).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-e187eb41498b4c7d9ddfa53edfca9f62
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06686373B2

Reaction notes

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