Methylamine → HCID 57900256, compound

HRID 628036Notes

Reaction equation

HRID 628036 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[N:13][N:12]=[C:11]2[C:15]2[S:31][C:18]3[C:19]4[CH:27]=[CH:26][C:25]([C:28](O)=[O:29])=[CH:24][C:20]=4[O:21][CH2:22][CH2:23][C:17]=3[CH:16]=2)=[C:6]([Cl:32])[CH:5]=1)(O)=[O:2].CN.[CH3:35][N:36](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C[CH2:60][N:61](C(C)C)C(C)C>C1COCC1>[Cl:32][C:6]1[CH:5]=[C:4]([C:1](=[O:2])[NH:36][CH3:35])[CH:9]=[CH:8][C:7]=1[N:10]1[CH:14]=[N:13][N:12]=[C:11]1[C:15]1[S:31][C:18]2[C:19]3[CH:27]=[CH:26][C:25]([C:28]([NH:61][CH3:60])=[O:29])=[CH:24][C:20]=3[O:21][CH2:22][CH2:23][C:17]=2[CH:16]=1

Participants

6

Reactant 4

HCID 6329MethylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 86634849HCID 86634849, compound

Product 1

HCID 57900256HCID 57900256, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the procedures in Examples 47 and 235, 2-(4-(4-carboxy-2-chlorophenyl)-4H-1,2,4-triazol-3-yl)-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-8-carboxylic acid was reacted with excess methylamine, HATU and DIPEA in THF to give 329 as a colorless solid after reverse phase HPLC. MS: (ESI+) 494.1

Sources & evidence

ORD record
ord-92557e0496804021a7214eadb5385230
Source dataset
uspto-grants-2016_04
Patent number
US09309265B2

Reaction notes

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