HCID 57937558, compound → HCID 57937479, compound

HRID 1435116Notes

Reaction equation

HRID 1435116 reaction equation
[Br:1][C:2]1[CH:20]=[CH:19][C:5]2[N:6]([C:9]3[S:13][C:12]([C:14]([O:16][CH3:17])=[O:15])=[C:11]([OH:18])[CH:10]=3)[CH:7]=[N:8][C:4]=2[CH:3]=1.[Cl:21][C:22]1[C:27]([C@@H:28](O)[CH3:29])=[CH:26][CH:25]=[CH:24][C:23]=1[O:31][CH:32]1[CH2:37][CH2:36][N:35]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:34][CH2:33]1>>[Br:1][C:2]1[CH:20]=[CH:19][C:5]2[N:6]([C:9]3[S:13][C:12]([C:14]([O:16][CH3:17])=[O:15])=[C:11]([O:18][C@@H:28]([C:27]4[C:22]([Cl:21])=[C:23]([O:31][CH:32]5[CH2:37][CH2:36][N:35]([C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])[CH2:34][CH2:33]5)[CH:24]=[CH:25][CH:26]=4)[CH3:29])[CH:10]=3)[CH:7]=[N:8][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 57937558HCID 57937558, compoundHCID 59855195HCID 59855195, compound

Product 1

HCID 57937479HCID 57937479, compoundYield 98.1%

Procedure

The title compound was prepared from methyl 5-(5-bromo-1H-benzimidazol-1-yl)-3-hydroxy-2-thiophenecarboxylate (0.64 g, 1.8 mmol) and 1,1-dimethylethyl 4-({2-chloro-3-[(1S)-1-hydroxyethyl]phenyl}oxy)-1-piperidinecarboxylate (0.78 g, 2.2 mmol) using a procedure analogous to Intermediate 2, Step C to give 1.22 g of the desired product. MS (ESI): 692.4 [M+H]+.

Sources & evidence

ORD record
ord-bfc21596b9ed44df9cbc20d74a89916c
Source dataset
uspto-grants-2009_11
Patent number
US07615643B2

Reaction notes

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