(Diethylamino)sulfur trifluoride → HCID 178437719, compound

HRID 1458671Notes

Reaction equation

HRID 1458671 reaction equation
[C:1]([C@@H:5]1[CH2:10][CH2:9][C@H:8]([NH:11][C:12]2[C:17]([C:18](OC)=O)=[C:16]([CH2:22][CH3:23])[N:15]=[CH:14][N:13]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].C(C1N=CN=C(N[C@H]2CC[C@@H]([Si](C)(C)C)CC2)C=1CO)C.C(N(S(F)(F)[F:51])CC)C>>[C:1]([C@@H:5]1[CH2:10][CH2:9][C@H:8]([NH:11][C:12]2[C:17]([CH2:18][F:51])=[C:16]([CH2:22][CH3:23])[N:15]=[CH:14][N:13]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 123472(Diethylamino)sulfur trifluorideHCID 178437726HCID 178437726, compoundHCID 178437737HCID 178437737, compound

Product 1

HCID 178437719HCID 178437719, compound

Procedure

This compound can be prepared starting from 5-carbomethoxy-4-(cis-4-tert-butylcyclohexylamino)-6-ethylpyrimidine (Example 5) by reduction to the 5-hydroxymethyl compound (in analogy to Example 37) and fluorination with diethylaminosulfur trifluoride (DAST).

Workup

  1. customThis compound can be prepared

Sources & evidence

ORD record
ord-36ebec0441d147f3ace578ca9344747a
Source dataset
uspto-grants-1998_12
Patent number
US05852023

Reaction notes

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