Benzylamine → HCID 11949550, compound

HRID 2264853Notes

Reaction equation

HRID 2264853 reaction equation
[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[CH:9][C:10]([CH3:27])=[C:11]([NH:13][C:14]3[N:19]4[C:20]([CH3:26])=[C:21]([C:23](O)=[O:24])[CH:22]=[C:18]4[CH:17]=[N:16][N:15]=3)[CH:12]=2)=[O:6])[CH2:3][CH2:2]1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.[CH2:49]([NH2:56])[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1>CN(C=O)C.CCN(CC)CC>[CH2:49]([NH:56][C:23]([C:21]1[CH:22]=[C:18]2[CH:17]=[N:16][N:15]=[C:14]([NH:13][C:11]3[CH:12]=[C:7]([C:5](=[O:6])[NH:4][CH:1]4[CH2:3][CH2:2]4)[CH:8]=[CH:9][C:10]=3[CH3:27])[N:19]2[C:20]=1[CH3:26])=[O:24])[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1

Participants

7

Reactant 4

HCID 7504BenzylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 68441510HCID 68441510, compound

Product 1

HCID 11949550HCID 11949550, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8471TriethylamineSolvent

Procedure

To a solution of 4-(5-cyclopropylcarbamoyl-2-methyl-phenylamino)-6-methyl-pyrrolo[1,2-d][1,2,4]triazine-7-carboxylic acid (37, 0.13 mmol) in DMF (1 mL) was added EDCI (37 mg, 0.20 mmol), HOBt (30 mg, 0.20 mmol), Et3N (45 μL) and benzylamine (29 μl, 0.27 mmol). The reaction mixture was stirred for 3 h at rt. The crude material was purified by preparative HPLC to give the titled product, 3.3 mg as an off white solid. HPLC (condition A) tR 4.40 min. MS m/z 455 [M+H]+.

Workup

  1. customThe crude material was purified by preparative HPLC

Sources & evidence

ORD record
ord-c5b7de8dac894b33aa021da994149d36
Source dataset
uspto-grants-2010_12
Patent number
US07855288B2

Reaction notes

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