3-Pyridineacetic acid → HCID 10815603, compound

HRID 862472Notes

Reaction equation

HRID 862472 reaction equation
[Br:1]C1C=CN=C2C(N3CCNCC3)C3C=CC(Cl)=CC=3CCC=12.[Cl:24][C:25]1[CH:26]=[CH:27][C:28]2[CH:38]([N:39]3[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]3)[C:33]3=[N:34][CH:35]=[CH:36][CH:37]=[C:32]3[CH2:31][CH2:30][C:29]=2[CH:45]=1.[N:46]1[CH:51]=[CH:50][CH:49]=[C:48]([CH2:52][C:53]([OH:55])=O)[CH:47]=1.N1C=CC(CC(O)=O)=CC=1>>[Br:1][C:36]1[CH:37]=[C:32]2[CH2:31][CH2:30][C:29]3[CH:45]=[C:25]([Cl:24])[CH:26]=[CH:27][C:28]=3[CH:38]([N:39]3[CH2:40][CH2:41][N:42]([C:53](=[O:55])[CH2:52][C:48]4[CH:47]=[N:46][CH:51]=[CH:50][CH:49]=4)[CH2:43][CH2:44]3)[C:33]2=[N:34][CH:35]=1

Participants

5

Reactant 4

HCID 1083-Pyridineacetic acidHCID 342284-Pyridineacetic acidHCID 5255691HCID 5255691, compoundHCID 22621952HCID 22621952, compound

Product 1

HCID 10815603HCID 10815603, compoundYield 95%

Procedure

By substituting in Example 75, 3-bromo-8-chloro-11-(1-piperazinyl)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine (0.32 g, 0.81 mmoles) (Preparative Example 40) for 8-chloro-11-(1-piperazinyl)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine and 3-pyridylacetic acid (0.117 g, 0.86 mmoles) for 4-pyridylacetic acid and using the method described in Example 75, one obtains the title compound (0.3942 g, 95%, MH+ 511).

Sources & evidence

ORD record
ord-84063e94644d4ebaa1ff9be820c8e2ea
Source dataset
uspto-grants-1998_02
Patent number
US05719148

Reaction notes

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