3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carbaldehyde → HCID 53246014, compound

HRID 1422903Notes

Reaction equation

HRID 1422903 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][C:11]1[S:10][CH2:9][CH:8]([N:17]3[CH2:22][CH2:21][CH:20]([NH2:23])[CH2:19][CH2:18]3)[CH2:7][C:6]2=1.[O:24]=[C:25]1[NH:30][C:29]2[CH:31]=[C:32]([CH:35]=O)[CH:33]=[CH:34][C:28]=2[O:27][CH2:26]1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][C:11]1[S:10][CH2:9][CH:8]([N:17]3[CH2:18][CH2:19][CH:20]([NH:23][CH2:35][C:32]4[CH:33]=[CH:34][C:28]5[O:27][CH2:26][C:25](=[O:24])[NH:30][C:29]=5[CH:31]=4)[CH2:21][CH2:22]3)[CH2:7][C:6]2=1

Participants

3

Reactant 2

HCID 107736383-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carbaldehydeHCID 68315120HCID 68315120, compound

Product 1

HCID 53246014HCID 53246014, compound

Procedure

The titled compound is prepared as a light yellow solid (21 mg, 28% yield) following Scheme 1 and in analogy to Example 2 using 1-(6-methoxy-3,4-dihydro-2H-1-thia-9-aza-phenanthrene-3-yl)-piperidin-4-ylamine (50 mg, 0.14 mmol, 1.0 eq) and 3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbaldehyde (27 mg, 0.14 mmol, 1.0 eq) as starting materials.

Sources & evidence

ORD record
ord-ed5e80d85cdf487c869979c4b068321e
Source dataset
uspto-grants-2015_01
Patent number
US08927541B2

Reaction notes

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