Morpholine → HCID 178513560, compound

HRID 1888278Notes

Reaction equation

HRID 1888278 reaction equation
Cl[CH2:2][CH2:3][CH2:4][S:5]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[C:22]3[C:17](=[C:18]([C:28]([NH2:30])=[O:29])[CH:19]=[C:20]([C:23]4[S:24][CH:25]=[CH:26][CH:27]=4)[CH:21]=3)[NH:16][N:15]=2)[CH2:10][CH2:9]1)(=[O:7])=[O:6].C([O-])([O-])=O.[K+].[K+].C(N(CC)CC)C.[NH:44]1[CH2:49][CH2:48][O:47][CH2:46][CH2:45]1>CN(C=O)C>[N:44]1([CH2:2][CH2:3][CH2:4][S:5]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]3[C:22]4[C:17](=[C:18]([C:28]([NH2:30])=[O:29])[CH:19]=[C:20]([C:23]5[S:24][CH:25]=[CH:26][CH:27]=5)[CH:21]=4)[NH:16][N:15]=3)[CH2:10][CH2:9]2)(=[O:7])=[O:6])[CH2:49][CH2:48][O:47][CH2:46][CH2:45]1

Participants

6

Reactant 4

HCID 8083MorpholineHCID 8471TriethylamineHCID 11430Potassium CarbonateHCID 178513558HCID 178513558, compound

Product 1

HCID 178513560HCID 178513560, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared according to the general procedure of Example 38b. Thus, 3-{1-[(3-chloropropyl)sulfonyl]-4-piperidinyl}-5-(2-thienyl)-1H-indazole-7-carboxamide (Example 48a) (0.1 mmol) in DMF (2 mL) was reacted with K2CO3 (27.6 mg, 0.2 mmol), triethyl amine (83 uL, 0.6 mmol) and morpholine (43 uL, 0.5 mmol) to afford the title compound (29.4 mg, 57%).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-bc8ab7fdbe5f48379186ad6f04e2be22
Source dataset
uspto-grants-2013_08
Patent number
US08501780B2

Reaction notes

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