Diisopropylethylamine → HCID 56942684, compound

HRID 1842058Notes

Reaction equation

HRID 1842058 reaction equation
[F:1][C:2]1[CH:29]=[CH:28][CH:27]=[CH:26][C:3]=1[CH2:4][N:5]1[CH2:10][CH2:9][S:8][CH:7]([C:11]([NH:13][C:14]2[CH:15]=[C:16]3[C:20](=[CH:21][CH:22]=2)[NH:19][N:18]=[C:17]3[C:23]([OH:25])=O)=[O:12])[CH2:6]1.C[CH2:31][N:32](C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.Cl.CN>CN(C=O)C>[F:1][C:2]1[CH:29]=[CH:28][CH:27]=[CH:26][C:3]=1[CH2:4][N:5]1[CH2:10][CH2:9][S:8][CH:7]([C:11]([NH:13][C:14]2[CH:15]=[C:16]3[C:20](=[CH:21][CH:22]=2)[NH:19][N:18]=[C:17]3[C:23](=[O:25])[NH:32][CH3:31])=[O:12])[CH2:6]1

Participants

6

Reactant 4

HCID 81531Diisopropylethylamine2×HCID 6364545Methylamine hydrochlorideHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 66634452HCID 66634452, compound

Product 1

HCID 56942684HCID 56942684, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

To a solution of 5-(4-(2-fluorobenzyl)thiomorpholine-2-carboxamido)-1H-indazole-3-carboxylic acid (41 mg, 0.1 mmol) and DIEA (35 μL) in DMF was added HATU (38 mg, 0.1 mmol). The resulted solution was stirred for 10 min before methyl amine hydrochloride (13 mg, 0.2 mmol) and DIEA (17 μL) in DMF (0.5 mL) was added. The reaction mixture was stirred at room temperature for overnight and was purified using prep-HPLC to give the desired product (14 mg). LC-MS: 428.27 [M+H].

Workup

  1. additionwas added
  2. customwas purified

Sources & evidence

ORD record
ord-bfdec84e89e3484a88c91112b79eccf8
Source dataset
uspto-grants-2015_02
Patent number
US08946216B2

Reaction notes

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