tert-Butanol → HCID 9954314, compound

HRID 863457Notes

Reaction equation

HRID 863457 reaction equation
[C:1]([C:3]1[CH:4]([C:16]2[C:25]3[S:24][C:23]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[CH:22][C:21](=O)[C:20]=3[CH:19]=[CH:18][CH:17]=2)[C:5]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:6]([CH3:10])[NH:7][C:8]=1[CH3:9])#[N:2].[BH4-].[Na+].C(O)(C)(C)C>CO>[C:1]([C:3]1[CH:4]([C:16]2[C:25]3[S:24][C:23]([C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=4)=[CH:22][CH2:21][C:20]=3[CH:19]=[CH:18][CH:17]=2)[C:5]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:6]([CH3:10])[NH:7][C:8]=1[CH3:9])#[N:2]

Participants

5

Reactant 3

HCID 6386tert-ButanolHCID 4311764Sodium borohydrideHCID 13374920HCID 13374920, compound

Product 1

HCID 9954314HCID 9954314, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3 mmol of Ethyl 5-cyano-1,4-dihydro-2,6-dimethyl-4-(4-oxo-2-phenyl-4H-1-benzothiopyran-8-yl)-3-pyridinecarboxylate (DE 33 11 005) and 15 mmol of NaBH4 are initially introduced into 10 ml of t-butanol, 1.8 ml of MeOH are added at 60° C. and the mixture is kept at 65° C. for 8 hours. Customary working up gives the title compound.

Workup

  1. additionare added at 60° C.

Sources & evidence

ORD record
ord-b3b25eb7a0c34e88aa540d8e08cacd99
Source dataset
uspto-grants-1998_02
Patent number
US05721248

Reaction notes

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