1,2,3,4-Tetrahydroquinoline → (3-Bromo-pyridin-4-yl)-(2,3-dihydro-benzo[1,4]oxazin-4-yl)-methanone

HRID 1877437

Reaction equation

HRID 1877437 reaction equation
[Br:1][C:2]1[CH:10]=[N:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.N1C2C(=CC=CC=2)CCC1.[O:21]1[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[NH:24][CH2:23][CH2:22]1>>[Br:1][C:2]1[CH:10]=[N:9][CH:8]=[CH:7][C:3]=1[C:4]([N:24]1[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[O:21][CH2:22][CH2:23]1)=[O:6]

Participants

4

Reactant 3

HCID 694601,2,3,4-TetrahydroquinolineHCID 5850963,4-Dihydro-2H-1,4-benzoxazineHCID 8179723-Bromoisonicotinic acid

Product 1

HCID 67378149(3-Bromo-pyridin-4-yl)-(2,3-dihydro-benzo[1,4]oxazin-4-yl)-methanone

Procedure

The title compound was prepared in analogy to Example 6, Step 1, replacing 2-chloro-nicotinic acid with 3-bromo-isonicotinic acid [CAS RN 13959-02-9]) and 1,2,3,4-tetrahydro-quinoline with 3,4-dihydro-2H-benzo[1,4]oxazine ([CAS RN 5735-53-5]). MS (ISP): 319.0 [M+H]+.

Sources & evidence

ORD record
ord-8111fdec729446678c7938499c0d8b98
Source dataset
uspto-grants-2012_11
Patent number
US08309734B2

Linked notes

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