Sodium borohydride → HCID 19016555, compound

HRID 1728772Notes

Reaction equation

[C:1]([NH:4][CH:5]([C:16](=[O:33])[CH2:17][CH2:18][C:19]1[CH:24]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:22]=[C:21]([C:29]([F:32])([F:31])[F:30])[CH:20]=1)[CH2:6][C:7]1[C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[S:10][CH:11]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>>[C:1]([NH:4][CH:5]([CH:16]([OH:33])[CH2:17][CH2:18][C:19]1[CH:24]=[C:23]([C:25]([F:27])([F:28])[F:26])[CH:22]=[C:21]([C:29]([F:30])([F:31])[F:32])[CH:20]=1)[CH2:6][C:7]1[C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[S:10][CH:11]=1)(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 19016558HCID 19016558, compound

Product 1

HCID 19016555HCID 19016555, compound

Procedure

The compound of Example 4 (1.1 g) was treated with sodium borohydride (100 mg) in the same manner as Example 2 to yield the title compound isomer A as a white solid (0.23 g), mp=70°-71° C.; found: C, 56.43; H, 4.22; N, 2.77; C23H21F6NO2S requires C, 56.44; H, 4.32; N, 2.86%.

Sources & evidence

ORD record: ord-7ad775aea495488ca02f01dfa230a3d7
Source dataset: uspto-grants-1994_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05328927

Reaction notes

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