Hydrochloric Acid → N-Acetyl-7-(morpholin-4-ylsulfonyl)-1,2,3,4-tetrahydroisoquinoline

HRID 394456

Reaction equation

HRID 394456 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[C:7]([N:10]1[CH2:19][CH2:18][C:17]2[C:12](=[CH:13][C:14]([S:20](Cl)(=[O:22])=[O:21])=[CH:15][CH:16]=2)[CH2:11]1)(=[O:9])[CH3:8].C(NC(C)C)(C)C.Cl.N1(S(C2C=C3C(CCNC3)=CC=2)(=O)=O)CCOCC1>C1COCC1>[C:7]([N:10]1[CH2:19][CH2:18][C:17]2[C:12](=[CH:13][C:14]([S:20]([N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)(=[O:21])=[O:22])=[CH:15][CH:16]=2)[CH2:11]1)(=[O:9])[CH3:8]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 7912DiisopropylamineHCID 8083MorpholineHCID 126069042-Acetyl-1,2,3,4-tetrahydroisoquinoline-7-sulfonyl chlorideHCID 219836637-(Morpholine-4-sulfonyl)-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 18176496N-Acetyl-7-(morpholin-4-ylsulfonyl)-1,2,3,4-tetrahydroisoquinoline

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

was obtained as described in Example 4A by reacting morpholine with 2-acetyl-1,2,3,4-tetrahydroisoquinoline-7-sulfonyl chloride in the presence of diisopropylamine in THF and by heating with 50% concentrated hydrochloric acid and, after alkaline workup, converted into the corresponding 7-(morpholin-4-ylsulfonyl)-1,2,3,4-tetrahydroisoquinoline.

Workup

  1. customwas obtained

Sources & evidence

ORD record
ord-4465e0f4aed34412858468b27119c327
Source dataset
uspto-grants-2003_08
Patent number
US06602867B1

Linked notes

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