Triphosgene → HCID 44218424, compound

HRID 1928811Notes

Reaction equation

[C:1](=[O:12])(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl.[C:13]([N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)([CH3:16])([CH3:15])[CH3:14].[C@H:23]1([NH:32][C:33]2[CH:42]=[CH:41][C:40]3[C:35](=[CH:36][CH:37]=[C:38]([NH2:43])[CH:39]=3)[N:34]=2)[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24]1>>[C@H:23]1([NH:32][C:33]2[CH:42]=[CH:41][C:40]3[C:35](=[CH:36][CH:37]=[C:38]([NH:43][C:1]([N:20]4[CH2:21][CH2:22][N:17]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:18][CH2:19]4)=[O:12])[CH:39]=3)[N:34]=2)[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24]1

Participants

Reactant 3

HCID 94429Triphosgene

HCID 35305721-Tert-butylpiperazine

HCID 57860958(R)-N2-Indan-1-yl-quinoline-2,6-diamine

Product 1

HCID 44218424HCID 44218424, compound

Procedure

The title compound was prepared in accordance with the general method 4 described in example 16 from bis(trichloromethyl) carbonate (44 mg, 0.16 mmol), commercially available N-tert-butylpiperazine (52 mg, 0.363 mmol) and (R)—N2-indan-1-yl-quinoline-2,6-diamine (100 mg, 0.363 mmol); obtained as a white solid (150 mg, 93%); MS: m/e=444.5 (M+H+).

Sources & evidence

ORD record: ord-ac123ef85308405fb13d07fe6a27f878
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08183380B2

Reaction notes

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