Triethylamine → HCID 66614056, compound

HRID 510124Notes

Reaction equation

[CH3:1][C:2]([CH3:31])([CH3:30])[CH2:3][NH:4][C:5]1[C:6]([NH2:29])=[N:7][C:8]([C:12]2[C:20]3[C:15](=[N:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[F:28])[N:13]=2)=[N:9][C:10]=1[NH2:11].C1N=CN([C:37](N2C=NC=C2)=[O:38])C=1.C(N(CC)CC)C>CN(C)C=O>[NH2:29][C:6]1[N:7]=[C:8]([C:12]2[C:20]3[C:15](=[N:16][CH:17]=[CH:18][CH:19]=3)[N:14]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[F:28])[N:13]=2)[N:9]=[C:10]2[C:5]=1[N:4]([CH2:3][C:2]([CH3:31])([CH3:30])[CH3:1])[C:37](=[O:38])[NH:11]2

Participants

Conditions

Temperature: 100 °C

Procedure

447 mg (0.94 mmol) of the compound from example 64A were initially charged in dimethylformamide (5 ml), then 758 mg (4.68 mmol) of N,N-carbonyldiimidazole and 1.57 ml (11.23 mmol) of triethylamine were added and the mixture was stirred at 100° C. overnight. The reaction mixture was purified directly by means of preparative HPLC (eluent: methanol/water with 0.1% formic acid gradient). This gave 163 mg (39% of theory) of the title compound in solid form.

Workup

customThe reaction mixture was purified directly by means of preparative HPLC (eluent: methanol/water with 0.1% formic acid gradient)

Sources & evidence

ORD record: ord-8b72d6ebb3794786909918941816e156
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09096592B2

Reaction notes

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