Methyl chloroformate → HCID 59496613, compound

HRID 449446Notes

Reaction equation

HRID 449446 reaction equation
Cl[C:2]([O:4][CH3:5])=[O:3].Cl.[CH3:7][N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[C:18]([C:20]3[CH:29]=[C:28]4[C:23]([CH2:24][CH2:25][N:26]([C:30](=[O:37])[CH2:31][CH:32]5[CH2:36][CH2:35][NH:34][CH2:33]5)[CH2:27]4)=[CH:22][CH:21]=3)[N:17]=[C:16]([NH2:38])[N:15]=2)[CH2:10][CH2:9]1.C(N(CC)CC)C>C(#N)C>[NH2:38][C:16]1[N:17]=[C:18]([C:20]2[CH:29]=[C:28]3[C:23]([CH2:24][CH2:25][N:26]([C:30](=[O:37])[CH2:31][CH:32]4[CH2:36][CH2:35][N:34]([C:2]([O:4][CH3:5])=[O:3])[CH2:33]4)[CH2:27]3)=[CH:22][CH:21]=2)[CH:19]=[C:14]([N:11]2[CH2:10][CH2:9][N:8]([CH3:7])[CH2:13][CH2:12]2)[N:15]=1

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 67542416HCID 67542416, compound

Product 1

HCID 59496613HCID 59496613, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Methyl chloroformate (2.1 uL, 0.028 mmol) was added to a mixture of 4-(4-methylpiperazin-1-yl)-6-[2-(pyrrolidin-3-ylacetyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]pyrimidin-2-amine HCl salt (10 mg, 0.02 mmol) and triethylamine (0.013 mL, 0.092 mmol) in acetonitrile (0.5 mL). The reaction mixture was stirred at r.t. for 30 min The mixture was purified by RP-LCMS (pH=10) to afford the desired product. Analytic LCMS (M+H)+: m/z=494.3.

Workup

  1. customwas purified by RP-LCMS (pH=10)

Sources & evidence

ORD record
ord-07aa08458b6b4938a0f76e348ba91183
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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