Diisopropylethylamine → HCID 178513019, compound

HRID 724532Notes

Reaction equation

HRID 724532 reaction equation
[NH2:1][CH2:2][C:3]([NH:5][C:6]1[CH:7]=[CH:8][C:9]2[O:13][C:12]([C:14]([NH:16][C:17]3[CH:18]=[C:19]4[C:23](=[CH:24][CH:25]=3)[NH:22][C:21]([C:26]([OH:28])=[O:27])=[CH:20]4)=[O:15])=[CH:11][C:10]=2[CH:29]=1)=[O:4].Cl.[N:31]1([C:36](N)=[NH:37])C=CC=N1.C(N(C(C)C)CC)(C)C>CN(C=O)C>[NH:1]([CH2:2][C:3]([NH:5][C:6]1[CH:7]=[CH:8][C:9]2[O:13][C:12]([C:14]([NH:16][C:17]3[CH:18]=[C:19]4[C:23](=[CH:24][CH:25]=3)[NH:22][C:21]([C:26]([OH:28])=[O:27])=[CH:20]4)=[O:15])=[CH:11][C:10]=2[CH:29]=1)=[O:4])[C:36]([NH2:37])=[NH:31]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 2734672Pyrazole-1-carboxamidine monohydrochlorideHCID 21880768HCID 21880768, compound

Product 1

HCID 178513019HCID 178513019, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

170 mg (0.05 mmol) 131 was treated overnight with 73.5 mg (0.5 mmol) pyrazole-1-carboxamidine hydrochloride and 172 μL diisopropylethylamine dissolved in 2 mL DMF. Next day the resin was drained, washed five times with DMF to give 132 which was treated immediately to cleave the compound off, as described below in Example 121.

Workup

  1. washwashed five times with DMF

Sources & evidence

ORD record
ord-0db13cf4bbd6413ab4e89df648374a4c
Source dataset
uspto-grants-2006_11
Patent number
US07141680B2

Reaction notes

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