Phosphorus oxychloride → HCID 136409731, compound

HRID 442384Notes

Reaction equation

HRID 442384 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH:16][C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=2[N+:24]([O-])=O)=O)[CH2:4][CH2:3]1.P(Cl)(Cl)(Cl)=O>>[F:23][C:20]1[CH:21]=[CH:22][C:17]2[NH:16][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[C:8]([CH:5]3[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]3)=[N:24][C:18]=2[CH:19]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 21414377HCID 21414377, compound

Product 1

HCID 136409731HCID 136409731, compound

Procedure

The general procedures of Example 6 are repeated. The compound o-(4-fluoro-2-nitroanilino)phenyl 1-methyl-4-piperidyl ketone is reduced and cyclized with phosphorus oxychloride to give 8-fluoro-11-(1-methyl-4-piperidyl)-5H-dibenzo[b,e][1,4]diazepine base, which is converted to the fumarate salt.

Sources & evidence

ORD record
ord-c8195fd8beca432d8be374859426fe57
Source dataset
uspto-grants-1977_08
Patent number
US04045445

Reaction notes

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