Sodium triacetoxyborohydride → HCID 86656948, compound

HRID 411026Notes

Reaction equation

HRID 411026 reaction equation
Cl.Cl.[NH:3]1[CH2:8][CH2:7][CH:6]([CH2:9][NH:10][C:11]([C:13]2[CH:33]=[CH:32][C:16]3[N:17]([CH3:31])[C:18]([NH:20][C:21]4[S:22][C:23]5[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:24]=5[N:25]=4)=[N:19][C:15]=3[CH:14]=2)=[O:12])[CH2:5][CH2:4]1.[BH-](OC(C)=O)(OC(C)=O)[O:35][C:36]([CH3:38])=O.[Na+]>C(Cl)Cl>[OH:35][CH2:36][CH2:38][N:3]1[CH2:8][CH2:7][CH:6]([CH2:9][NH:10][C:11]([C:13]2[CH:33]=[CH:32][C:16]3[N:17]([CH3:31])[C:18]([NH:20][C:21]4[S:22][C:23]5[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:24]=5[N:25]=4)=[N:19][C:15]=3[CH:14]=2)=[O:12])[CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 5049666Sodium triacetoxyborohydrideHCID 86656946HCID 86656946, compound

Product 1

HCID 86656948HCID 86656948, compoundYield 27.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(6-Chloro-benzothiazol-2-ylamino)-1-methyl-1H-benzoimidazole-5-carboxylic acid [1-(2-hydroxy-ethyl)piperidin-4-ylmethyl]-amide (35 mg) was prepared by following General Procedure P starting from 2-(6-chloro-benzothiazol-2-ylamino)-1-methyl-1H-benzoimidazole-5-carboxylic acid (piperidin-4-ylmethyl)-amide dihydrochloride (135 mg), [1,4]dioxane-2,5-dio (65 mg), and Na(OAc)3BH (95 mg) in DCM (2 mL). LC/MS: m/z 498.5.

Sources & evidence

ORD record
ord-2270824b12a74367bc23ec4ea815d9b0
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Reaction notes

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