Morpholine → HCID 22729048, compound

HRID 2085130Notes

Reaction equation

HRID 2085130 reaction equation
COC[O:4][C:5]1[C:13]2[CH:12]=[C:11]([C:14]([OH:16])=O)[S:10][C:9]=2[CH:8]=[CH:7][CH:6]=1.[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1.P(C#N)(OCC)(OCC)=O>>[OH:4][C:5]1[C:13]2[CH:12]=[C:11]([C:14]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[O:16])[S:10][C:9]=2[CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 3

HCID 8083MorpholineHCID 76257Diethyl cyanophosphonateHCID 22728980HCID 22728980, compound

Product 1

HCID 22729048HCID 22729048, compoundYield 105.9%

Procedure

By the reactions in the same manner as in Starting Material Synthesis Example 16 using 4-(methoxymethyloxy)-benzo(b)thiophene-2-carboxylic acid (3.5 g), morpholine (1.0 g) and diethyl cyanophosphate (3.1 g), 4-(4-hydroxybenzo(b)-thiophene-2-carbonyl)morpholine (3.2 g) was obtained as a brown oil. By the reactions in the same manner as in Starting Material Synthesis Example 1 using the brown oil (2.0 g) and (S)-glycidyl nosylate (2.1 g), the title compound (2.0 g) was obtained as brown crystals.

Sources & evidence

ORD record
ord-e665ce3e5a174dc082fe0b3e2b25b33d
Source dataset
uspto-grants-2004_04
Patent number
US06720320B2

Reaction notes

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