Hydrochloric Acid → 6-chloro-4-fluoro-1-[1-(tetrahydro-2H-pyran-4-yl)-4-piperidinyl]-1,3-dihydro-2H-benzimidazol-2-one

HRID 832083Notes

Reaction equation

HRID 832083 reaction equation
[C:34]([O:35][BH-:36]([O:37][C:38](=[O:39])[CH3:40])[O:41][C:42](=[O:43])[CH3:44])(=[O:45])[CH3:46].[CH3:20][CH2:21][N:22]([CH2:23][CH3:24])[CH2:25][CH3:26].[Cl:2][c:3]1[cH:4][c:5]([F:19])[c:6]2[c:7]([n:8]([CH:12]3[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]3)[c:9](=[O:11])[nH:10]2)[cH:18]1.[Cl:48][CH2:49][Cl:50].[ClH:1].[Na+:47].[O:27]1[CH2:28][CH2:29][C:30](=[O:33])[CH2:31][CH2:32]1>>[Cl:2][c:3]1[cH:4][c:5]([F:19])[c:6]2[c:7]([n:8]([CH:12]3[CH2:13][CH2:14][N:15]([CH:30]4[CH2:29][CH2:28][O:27][CH2:32][CH2:31]4)[CH2:16][CH2:17]3)[c:9](=[O:11])[nH:10]2)[cH:18]1

Participants

8

Reactant 7

HCID 313Hydrochloric AcidHCID 923Sodium ionHCID 6344DichloromethaneHCID 8471TriethylamineHCID 121599Tetrahydro-4H-pyran-4-oneHCID 2724942TriacetoxyborohydrideHCID 596832756-chloro-4-fluoro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one

Product 1

HCID 160692196-chloro-4-fluoro-1-[1-(tetrahydro-2H-pyran-4-yl)-4-piperidinyl]-1,3-dihydro-2H-benzimidazol-2-one

Sources & evidence

ORD record
ord-aaf6a319626b43c3b1430191866401b7
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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