Acetic Acid → HCID 68328156, compound

HRID 634166Notes

Reaction equation

HRID 634166 reaction equation
CS([C:5]1[S:9][C:8]([C:10]2[CH:11]=[C:12]3[C:16](=[CH:17][CH:18]=2)[N:15]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH:14]=[C:13]3[C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([N:32]3[CH2:37][CH2:36][O:35][CH2:34][CH2:33]3)[N:27]=2)=[N:7][N:6]=1)(=O)=O.[BH4-].[Na+].CC(O)=O>CCO>[O:35]1[CH2:36][CH2:37][N:32]([C:28]2[N:27]=[C:26]([C:13]3[C:12]4[C:16](=[CH:17][CH:18]=[C:10]([C:8]5[S:9][CH:5]=[N:6][N:7]=5)[CH:11]=4)[N:15]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH:14]=3)[CH:31]=[CH:30][CH:29]=2)[CH2:33][CH2:34]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 4311764Sodium borohydrideHCID 68328178HCID 68328178, compound

Product 1

HCID 68328156HCID 68328156, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of tert-butyl 5-(5-(methylsulfonyl)-1,3,4-thiadiazol-2-yl)-3-(6-morpholinopyridin-2-yl)-1H-indole-1-carboxylate (100 mg, 0.185 mmol) in EtOH was added sodium borohydride (20.95 mg, 0.554 mmol). The reaction was stirred for 2 h, neutralized with HOAc then the solvent was removed to give the crude material. MS (ESI, pos. ion) m/z: 464 (M+1).

Workup

  1. customthe solvent was removed

Sources & evidence

ORD record
ord-23143d2e38024c0ca7351d1fd77eb4b2
Source dataset
uspto-grants-2016_04
Patent number
US09321756B2

Reaction notes

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