1,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one → HCID 21281819, compound

HRID 414171Notes

Reaction equation

HRID 414171 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[S:11][CH2:10][CH2:9][CH2:8]2)=[O:4].[O:15]=[C:16]1[N:20]([CH:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)[C:19]2[CH:27]=[CH:28][CH:29]=[CH:30][C:18]=2[NH:17]1>>[S:11]1[C:12]2[C:7](=[CH:6][C:5]([CH:3]([OH:4])[CH2:2][N:24]3[CH2:23][CH2:22][CH:21]([N:20]4[C:19]5[CH:27]=[CH:28][CH:29]=[CH:30][C:18]=5[NH:17][C:16]4=[O:15])[CH2:26][CH2:25]3)=[CH:14][CH:13]=2)[CH2:8][CH2:9][CH2:10]1

Participants

3

Reactant 2

HCID 886381,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-oneHCID 21281791HCID 21281791, compound

Product 1

HCID 21281819HCID 21281819, compoundYield 38%

Procedure

By the procedure of Example 29, and starting from 6-(alpha-bromoacetyl)-thiochromane and 4-(2-oxo-1-benzimidazolinyl)-piperidine, the corresponding aminoketone is obtained in 38% yield (MG 16413), m.p. 184°-186° C., which is then reduced with NaBH4.

Sources & evidence

ORD record
ord-3dad3a7df71a477f98cdc2530eaced0b
Source dataset
uspto-grants-1988_12
Patent number
US04791104

Reaction notes

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