Morpholine → HCID 45376620, compound

HRID 2195746Notes

Reaction equation

HRID 2195746 reaction equation
[CH:1]1([C@H:7]([NH:12][C:13]([C:15]2[O:19][C:18]([C:20]3[CH:28]=[C:27]4[C:23]([CH:24]=[C:25]([C:29]([OH:31])=O)[NH:26]4)=[CH:22][CH:21]=3)=[CH:17][CH:16]=2)=[O:14])[C:8](=[O:11])[NH:9][CH3:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[NH:65]1[CH2:70][CH2:69][O:68][CH2:67][CH2:66]1>>[CH:1]1([C@H:7]([NH:12][C:13]([C:15]2[O:19][C:18]([C:20]3[CH:28]=[C:27]4[C:23]([CH:24]=[C:25]([C:29]([N:65]5[CH2:70][CH2:69][O:68][CH2:67][CH2:66]5)=[O:31])[NH:26]4)=[CH:22][CH:21]=3)=[CH:17][CH:16]=2)=[O:14])[C:8](=[O:11])[NH:9][CH3:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 4

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 66985358HCID 66985358, compound

Product 1

HCID 45376620HCID 45376620, compound

Procedure

To a solution of 6-{5-[((S)-cyclohexyl-methylcarbamoyl-methyl)-carbamoyl]-furan-2-yl}-1H-indole-2-carboxylic acid (20 mg, 0.047 mmol) is added subsequently HATU (10 mg, 0.052 mmol), DIEA (0.026 mL, 0.142 mmol), and morpholine (4.5 mg, 0.052 mmol). The reaction is stirred at room temperature for 2 h and is directly purified by reversed phase (HPLC). 7.0 mg, 30%, LC/MS ESI m/z (M+H)+=493.43.

Workup

  1. customis directly purified by reversed phase (HPLC)

Sources & evidence

ORD record
ord-13a6a48cce234911ba6510665fcdff80
Source dataset
uspto-grants-2012_12
Patent number
US08338367B2

Reaction notes

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