Sodium borohydride → HCID 18958967, compound

HRID 1708555Notes

Reaction equation

[BH4-].[Na+].[Cl:3][C:4]1[CH:5]=[CH:6][C:7]2[C:17](=[C:18]3[CH2:23][CH2:22][N:21]([C:24](=[O:41])[C:25]4[CH:30]=[CH:29][C:28]([N:31]5[C:39]6[CH:38]=[CH:37][N:36]=[CH:35][C:34]=6[N:33]=[C:32]5[CH3:40])=[CH:27][CH:26]=4)[CH2:20][CH2:19]3)[C:12]3=[N:13][CH:14]=[CH:15][CH:16]=[C:11]3[C:10](=[O:42])[CH2:9][C:8]=2[CH:43]=1>>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]2[C:17](=[C:18]3[CH2:23][CH2:22][N:21]([C:24](=[O:41])[C:25]4[CH:26]=[CH:27][C:28]([N:31]5[C:39]6[CH:38]=[CH:37][N:36]=[CH:35][C:34]=6[N:33]=[C:32]5[CH3:40])=[CH:29][CH:30]=4)[CH2:20][CH2:19]3)[C:12]3=[N:13][CH:14]=[CH:15][CH:16]=[C:11]3[CH:10]([OH:42])[CH2:9][C:8]=2[CH:43]=1

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 18958966HCID 18958966, compound

Product 1

HCID 18958967HCID 18958967, compound

Procedure

This was prepared as described in Example 10 by sodium borohydride reduction of 4-(8-chloro-5,6-dihydro-5-oxo-11H-benzo[5,6]cyclohepta[1,2-b]pyrid-11-ylidene)-1-[4-(2-methyimidazo[4,5-c]pyrid-1-yl)benzoyl]piperidine (from Example 18; 40 mg). The title compound was obtained as a yellow foam (35 mg, 87%) which was characterised as a hydrate containing 0.33 equivalents of ethyl acetate. Found: C,67.7; H,5.2; N,11.4. C33H28ClN5O2. H2O. 0.33 C4H8O2 requires C,67.7; H,5.1; N,11.5%.

Workup

customThis was prepared

Sources & evidence

ORD record: ord-28899723a3df43b6a0d6cb8b4da49416
Source dataset: uspto-grants-1994_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05358953

Reaction notes

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