Formaldehyde → 5,11-Dihydro-11-[4-(hexahydro-1H-1-azepinyl)-but-2-ynyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

HRID 1084709Notes

Reaction equation

HRID 1084709 reaction equation
[CH2:1]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[C:8](=[O:15])[NH:7][C:6]2[CH:16]=[CH:17][CH:18]=[N:19][C:5]1=2)[C:2]#[CH:3].[CH2:20]=O.[NH:22]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>>[N:22]1([CH2:20][C:3]#[C:2][CH2:1][N:4]2[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[C:8](=[O:15])[NH:7][C:6]3[CH:16]=[CH:17][CH:18]=[N:19][C:5]2=3)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 8119AzepaneHCID 145520855,11-dihydro-11-(2-propynyl)-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Product 1

HCID 145520985,11-Dihydro-11-[4-(hexahydro-1H-1-azepinyl)-but-2-ynyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneYield 35%

Procedure

Prepared analogously to Example lb) from 5,11-dihydro-11-(2-propynyl)-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one, paraformaldehyde and hexahydro-1H-azepine in a yield of 35% of theory. Colourless crystals m.p. 157° C. (ethyl acetate).

Sources & evidence

ORD record
ord-18e0f7b64b024566a81f85f3f007190d
Source dataset
uspto-grants-1991_04
Patent number
US05006522

Reaction notes

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